[HN Gopher] Silicon Valley's best kept secret: Founder liquidity
       ___________________________________________________________________
        
       Silicon Valley's best kept secret: Founder liquidity
        
       Author : mooreds
       Score  : 1574 points
       Date   : 2024-06-12 03:32 UTC (19 hours ago)
        
 (HTM) web link (www.stefantheard.com)
 (TXT) w3m dump (www.stefantheard.com)
        
       | molsongolden wrote:
       | I'd also push for allowing early exercise along with secondary
       | sales restricted only by a short right-of-first-refusal period.
        
         | JumpCrisscross wrote:
         | > _allowing early exercise along with secondary sales
         | restricted only by a short right-of-first-refusal period_
         | 
         | Do you mean cashless exercise?
        
           | tdiggity wrote:
           | I think he means 83b early exercise:
           | https://www.esofund.com/blog/early-exercise-
           | options-83b-elec...
           | 
           | Extremely beneficial when paired with QSBS and liquidity.
        
             | JumpCrisscross wrote:
             | Does anyone restrict 83b elections? Is that even allowed?
        
               | dilyevsky wrote:
               | Ive seen it restricted so yes
        
               | jjav wrote:
               | I think there's a confusion between the related events.
               | Filing the 83(b) form with the IRS is between you and the
               | IRS. Company isn't involved so not something they can
               | restrict.
               | 
               | However, filing that 83(b) only makes any sense if you
               | are allowed to early exercise and that is indeed entirely
               | up to the company. So if they don't let you early
               | exercise you also won't be filing the 83(b).
               | 
               | Pro tip: Never join a startup that does not let you early
               | exercise!!
        
               | dilyevsky wrote:
               | Yes i assumed parent was referring to early exercise but
               | maybe i misread. Imo early exercise doesn't make a ton of
               | sense when the company no longer qualifies for qsbs
               | especially if long exercise window is offered so probably
               | why it's not offered - to avoid a ton of drama later on
        
               | stanleydrew wrote:
               | What would this even look like? An 83b election is
               | something I file with the IRS. Are you suggesting a
               | company might have me sign a contract committing me to
               | _not_ file an 83b election?
               | 
               | How would they ever find out if I did file, and why would
               | they care?
        
               | tdiggity wrote:
               | It's been a possibility in my options contracts. However,
               | the company must agree to it, cash your exercise check,
               | and send the necessary paperwork to the IRS. If they
               | choose not to cooperate, you're out of luck.
        
               | jahewson wrote:
               | My understanding is that 83b applies to stock, not
               | options, so you have to first exercise the options and
               | hold unvested stock. That requires early exercise.
        
               | molsongolden wrote:
               | Not a restriction of the 83b election but a restriction
               | of when you can exercise. Without early exercise you are
               | stuck exercising as you vest so there's more likely to be
               | a taxable spread between your option strike price and the
               | value of the stock. With early exercise you are
               | exercising and making the 83b election when there's no
               | taxable spread.
        
           | molsongolden wrote:
           | Sorry, separate concepts executed at separate times.
           | 
           | Early exercise (yep, 83b in the US) when options are issued
           | then allowing employees to sell shares down the road, outside
           | of fundraising events (Forge, EquityZen, sales to angel SPVs,
           | etc.).
        
           | stanleydrew wrote:
           | No, although it could also be cashless.
           | 
           | Early exercise is purchasing shares before your options vest,
           | making you a shareholder sooner and solving a bunch of tax
           | issues. The company retains the right (basically the
           | obligation) to repurchase any unvested shares should you
           | leave the company before fully vesting.
        
       | NullHypothesist wrote:
       | Having only worked for larger companies (RSU stage), I'm curious
       | what the typical breakdown of founder to early employee to
       | investor to later employee equity looks like. I'm sure it differs
       | pretty wildly, but I'd love to know what a 'typical' case for
       | mid-to-late-stage start up looks like.
        
         | parentheses wrote:
         | I can share some details.
         | 
         | Employee 1: ~1%
         | 
         | Employee 10: ~0.1%
         | 
         | Employee 1000: 0.01%
         | 
         | I'm extrapolating from past experiences in SaaS companies where
         | I was employee number X and X has varied fairly widely.
        
           | o11c wrote:
           | If my math is correct, this fails catastrophically for
           | companies with more than 15 tredecillion employees.
        
           | atomicnumber3 wrote:
           | This always seems like a huge scam to me. Employee 1 gets 1%?
           | It seems unfair from multiple perspectives.
           | 
           | One is just a straight up naive sense of fairness. If I'm
           | going to be in the trenches with you, I had better be able to
           | see my ownership % in a pie chart with my glasses off. If
           | we're out here both making chairs and when we sell a chair
           | for $100, you get $85 (assuming someone took one of the
           | standard-ish seed rounds that are usually 10-20%?) and I get
           | $1? No thanks.
           | 
           | The other sense is aware that the founder is taking various
           | risks and blah blah blah. Ok whatever. Let's pretend somehow
           | 1% is a fair number and just look at it from a payoff
           | perspective. 1% of stripe? Yeah I'll take that. 1% of the
           | other 1000 startups who had mediocre exits or just muddle
           | along to finally do some kind of tender? I'm barely breaking
           | even. 1% of the other 10000 startups that just folded? At
           | least I can mop the sweat off my brow with the paper I
           | signed.
           | 
           | It seems like the only reasonable way to look at this is you
           | either join a company for a competitive wage and get WLB, or
           | you join a rocket ship in the hopes of becoming genuinely
           | wealthy while pouring your blood, sweat and tears into it. So
           | taking 1% and a shitty salary and having terrible WLB sounds
           | like a huge suckers game.
        
             | cbsmith wrote:
             | It's not even remotely fair, but it does follow the golden
             | rule: he who has the gold makes the rules. The founders
             | were the ones who investors were willing to trust their
             | money with. Employee #1 was not.
        
             | kolinko wrote:
             | If you don't believe a startup can be the next Stripe, then
             | you definitely shouldn't take 1% and work as one of the
             | first employees.
             | 
             | Also, the risk profile and expectations are vastly
             | different between founders and first employees. E.g.
             | founders are expected to not quit unless the company
             | collapses completely, first employees can quit whenever
             | they wish. Also, if the runway is short, founders work for
             | free and can even go into debt, whereas employees have a
             | stable salary.
        
               | temp90210 wrote:
               | Outside US but I never regret getting equity/options and
               | usually it went hand in hand with the higher paying jobs
               | (paltry compared to US standards!) rather than being a
               | salary/equity tradeoff. Atlassian is a great example
               | though I have not worked for them.
               | 
               | I think companies here tend to have less fuck you over
               | terms in employment share schemes but OTOH are less
               | likely to get rich but one company made several employees
               | rich (does 8 figures count?) here.
        
             | zamfi wrote:
             | This isn't a terrible take, but there doesn't seem to be a
             | shortage of people for whom this doesn't feel like a scam.
             | 
             | I'm not particularly fond of the founder hype train, and
             | the typical line is indeed "various risks and blah blah
             | blah" but what's often left out is that employee #1 at a
             | post-funding startup is a pretty different job/profile than
             | co-founder.
             | 
             | Most employee #1's don't have relationships with investors,
             | might not be as employable outside the startup world, and
             | they don't sit on the board, don't have the same formal
             | responsibilities, and rarely are able to raise money to
             | found their own startup -- in fact, this is the often the
             | key reason they're even interested in being employee #1.
             | 
             | It's a market, and as a market I'm not sure it's that
             | skewed.
             | 
             | Want 25%+ of the company? Start it. There's no cabal
             | preventing you from doing that. Have better options than 1%
             | of a likely-dead startup, that pay more and have better
             | WLB? Take them.
             | 
             | After all, few industries give _any_ employees equity.
             | First employee at an ice cream parlor? 0%. First employee
             | of a hedge fund? 0%. First employee of a medical practice?
             | 0%.
             | 
             | Equity grants can be motivating and aligning, and frankly
             | more industries should probably consider them. But not that
             | many people are in a position to found a startup that can
             | raise money (larger equity grants are much more common for
             | pre-external-funding employees) and this differential
             | reflects that.
             | 
             | Btw, "1% of the other 10000 startups that folded" is worth
             | about the same as a founder's 40%: $0. The issue is the
             | middle ground, but there the equity grant is often not
             | worth the paper it's written on: typically the acquirers
             | dictate who gets the money. 1% or 5%, unless the acquirer
             | is trying to retain you, chances are you'll see nothing
             | even if the nominal payout is large.
             | 
             | Anyway, the upshot is what people have been saying for
             | decades: don't do a startup for the money. Do it because
             | you want to be part of that kind of thing, and treat any
             | exit money as a bonus.
        
             | jahewson wrote:
             | Unicorn or bust is the name of the game. Once you
             | understand that it's not so bad.
             | 
             | It's also possible to level-up pretty well from an
             | acquisition, where maybe the equity was not life changing
             | but you're now in a bigco at a higher level than you'd
             | otherwise be. The trap there is that many startup folks are
             | not cut out for bigco life.
             | 
             | But yeah if you were dreaming of sailing off into the
             | sunset you need to be a founder (or remarkably lucky).
             | That's one reason why there's so many startups.
        
             | xandrius wrote:
             | Are you talking about 1% and no pay or 1% and a pay?
             | 
             | If I'm getting no pay, I'm definitely a co-founder, but I'm
             | getting a pretty good salary from day 0, I don't think
             | that's too bad.
             | 
             | Say you get offered $200k/y +1%, if things go well, in 4
             | years you got $800k in cash and your 1%. If things go
             | south, you still got $800k, a cool title, worked on a
             | hopefully interesting product with a nice team. Doesn't
             | sound awful to me. No?
        
               | segfaltnh wrote:
               | Glad to see someone else say this. I feel like I'm crazy
               | reading these replies about being ripped off. I've been
               | working startups my whole career, earning salaries,
               | working with good people and having fun at times.
               | Sometimes the equity even pays out, but that's not my
               | only financial "egg".
        
               | newshackr wrote:
               | Startup founders often take salaries too
        
               | xandrius wrote:
               | Only after they managed to raise any money, which is not
               | as common as many people assume. And whatever you pay
               | yourself as a founder initially eats into your runway, so
               | that's always a tradeoff.
        
         | openmajestic wrote:
         | Here is a post with data from Carta -
         | https://www.linkedin.com/posts/peterjameswalker_cartadata-st...
        
       | ajhit406 wrote:
       | Love the movement and glad there are founders out there pushing
       | the envelope for their team.
       | 
       | (aside: 51 points but only 1 comment? It's a front-page worthy
       | article, but sort of feels like there's some vote gaming
       | happening. I've never seen 50 points w/ 1 comment.)
        
         | dang wrote:
         | That's actually a lot more common than people assume it is, and
         | comments like "I can't believe there are X points but only Y
         | comments" are more common than you'd think they'd be as well!
         | 
         | My theory is that it's a sign of a good article, because more
         | energy is going into reading it than into posting quick
         | comments (which are usually less valuable comments). But I
         | don't have the data.
         | 
         | Edit: well... we _have_ the data (to test this), but it would
         | be enough of a pain to do the analysis that other things will
         | probably take precedence forever.
        
         | wiradikusuma wrote:
         | I'm one of those people who upvoted without commenting. I think
         | it's just a way of saying, "I found this article interesting /
         | I agree with the content, but I don't have anything of value to
         | add".
         | 
         | But hey I just commented :)
        
         | kortilla wrote:
         | It's a vote bait title. (Type of thing people upvote without
         | reading the article)
        
           | bigiain wrote:
           | I wonder if that's something the algorithm can detect?
           | 
           | Measure the time between when someone clicks a link to the
           | article and when they upvote it, compare that to one of the
           | "estimated reading time" metrics of the linked page...
           | 
           | (Which, of course won't work, because at least some people
           | (ie me) open a bunch of tabs for everything that looks
           | interesting on the homepage, then spend a few minutes at a
           | time over the entire morning choosing a tab and
           | reading/voting...)
        
         | neilv wrote:
         | The usual problem of late on HN is people commenting without
         | upvoting, even if they like the article.
         | 
         | On this post, I started reading, then paused to hurry back and
         | upvote on HN, to do my part to keep it from falling off the
         | front page, before I returned to finish reading.
        
       | JumpCrisscross wrote:
       | Hmm, I'll be controversial. Twinned secondaries, _i.e._
       | secondaries tied to a primary, are almost always a give away to
       | senior management and the buyer. (They're frequently syndicated
       | at double-digit spreads.)
       | 
       | If the company sucks, senior management gets cash back first
       | while the investor gets top-of-stack liquidation preferences. If
       | the company is doing great, the investor gets to buy stock at a
       | price almost always lower than market.
       | 
       | They're common in Silicon Valley, because they're good for
       | founders and the Board members. But they're rare in public
       | markets. The closest thing I can come up with is the current
       | clusterfuck with Shari Redstone.
        
         | s17n wrote:
         | > They're frequently syndicated at double-digit spreads
         | 
         | What does this mean?
        
           | JumpCrisscross wrote:
           | > _What does this mean?_
           | 
           | Fund buys stock at X and simultaneously solicits LPs at 1.2X
           | (whether by straight mark-up or, more commonly, by adding
           | management fees, research fees, expense reserves and carry.)
           | 
           | It's why tenders have a few weeks between end of sellers
           | submitting requests, confirmation of quantities and finally
           | funding.
        
       | josh2600 wrote:
       | The best startups have a concept which is summed up thusly:
       | 
       | "We all go to the pay window at the same time."
       | 
       | It's ok for founders to take a little bit of money off of the
       | table if they extend that to their employees as well. Asymmetry
       | is where things get weird.
       | 
       | I've seen many founders who got deep into the fundraising cycles
       | without ever realizing they could take a cent out. VCs will
       | constantly tell you to let it all ride, and sometimes that works
       | out, but for most people, having a little bit of financial
       | security while you're trying to change the world is necessary.
       | 
       | The best startups figure out how to manage liquidity through
       | financing in a way that aligns incentives, keeps the goalposts at
       | the mission, while allowing their teams to thrive.
       | 
       | It's about alignment. If everyone is pulling in the same
       | direction you're going to execute the vision. Whether you win in
       | the startup lottery is up to the threads of fate, but alignment
       | is the straightest path towards a result.
        
         | kneath wrote:
         | I have seen a lot of companies, a lot of rounds. I have known
         | zero founders who have turned down an option to take money off
         | the table (and zero A raises that offered that to employees). I
         | love the idea of your universe, though.
        
           | sashank_1509 wrote:
           | The very first startup I joined after grad school allowed all
           | employees to cash out significant chunks of their stock in
           | the Series A round.
           | 
           | Also Elon famously put 200 million of his own money into
           | Tesla and SpaceX to keep it afloat, which is the opposite of
           | cashing out early.
        
             | romwell wrote:
             | > to keep it afloat
             | 
             | Can't "cash out" (early or not) if your company is
             | _sinking_.
        
               | eru wrote:
               | You totally can. That's what investor money is for.
        
               | gorbachev wrote:
               | Private equity firms do exactly this.
        
               | phlo wrote:
               | Adam Neumann begs to differ.
        
             | mapt wrote:
             | If you have 200 million "of your own money" to spare, you
             | are no longer just a person for the purposes of this
             | conversation, you're a walking VC fund, and you're not
             | really risking a substantial change to your quality of life
             | going from 250M to 50M net worth. Your living expenses are
             | already generously compensated for by the large salary that
             | you, the VC fund pays you, the person, out of your personal
             | bank account, and they will be paying you those expenses
             | until the end of your natural life. This isn't "risk" in
             | the same sense as somebody who jumps to supplement their
             | $150k salary with $450k of founder liquidity because it
             | dramatically changes the material security of their life.
        
               | throwbigdata wrote:
               | Life is very different at $50M v $250M
        
               | Tepix wrote:
               | Is it?
        
               | BoorishBears wrote:
               | It's not really compared to an average person's life, but
               | in SV tradition never let the chance to subtly flaunt a
               | wealth gap pass by freely
               | 
               | (This is the part where you say "Yes, having lived both
               | <insert revelation>")
        
               | shermantanktop wrote:
               | Has 50M: wishes they had 250M
               | 
               | Has 250M: wishes they had 1B
        
               | gafferongames wrote:
               | Tres Commas
        
               | fooker wrote:
               | 50m is the upper echelons of private chaffeur money, 250m
               | is the lower echelons of private jet money.
        
               | rmbyrro wrote:
               | You may dislike Elon, but it's pretty absurd to say that
               | what he did is trivial.
        
               | llamaimperative wrote:
               | GP didn't
        
               | forgot-im-old wrote:
               | Elon had most of SpaceX money fronted by Mike Griffin: ht
               | tps://historycollection.jsc.nasa.gov/JSCHistoryPortal/his
               | t....
               | 
               | He was the key guy in the recent nuclear war connection
               | for SpaceX, https://www.reddit.com/r/WikiLeaks/comments/1
               | dc0m9s/elon_mus...
        
               | robertlagrant wrote:
               | > If you have 200 million "of your own money" to spare,
               | you are no longer just a person for the purposes of this
               | conversation, you're a walking VC fund, and you're not
               | really risking a substantial change to your quality of
               | life going from 250M to 50M net worth.
               | 
               | Is that what happened? I thought he had $200m, and put in
               | $200m.
        
               | oblio wrote:
               | Do we know this story from any credible source or are we
               | just trusting Musk's (a famous liar) word about it?
        
               | robertlagrant wrote:
               | It's true that that's what I thought, which is my
               | statement. And it's better caveated than the previous
               | one, which implied uncaveated that he still had $50m, but
               | hasn't attracted the eye of any budding skeptics.
        
             | KennyBlanken wrote:
             | ...while he was getting loaned $200,000 a _month_ for
             | personal expenses by his billionaire buddies.
             | 
             | https://www.cnbc.com/2017/04/27/the-crucial-decision-
             | teslas-...
             | 
             | Also, that may have kept tesla and spacex 'afloat' but what
             | really saved both companies was billions upon billions of
             | dollars in government contracts, subsidies, preferential
             | loans, and tax breaks. Nevada alone gave nearly _two
             | billion dollars_ to Tesla.
        
               | petesergeant wrote:
               | The government is expecting something in return for these
               | breaks rather than them being some kind of gift, though.
        
               | nick7376182 wrote:
               | And the government got it, in the form of a cost
               | effective usa-based launch solution.
        
               | oblio wrote:
               | The government is not monolithic and politicians might
               | except other things than what their constituents want.
               | It's a bad test of the value of an investment.
        
               | petesergeant wrote:
               | For sure, and it may well have been a terrible investment
               | with terrible returns, but selling to the government and
               | responding to government incentives is an entirely
               | legitimate thing to do, rather than some kind of inherent
               | weakness in a company's model. A company being "saved" by
               | a government contract is a company being saved by making
               | sales to its largest customer.
        
           | smallnamespace wrote:
           | VCs will go along with or sometimes even encourage founders
           | to take a little bit out, but employees rarely don't have the
           | same level of bargaining power.
        
           | imadj wrote:
           | A: I've seen many founders who got deep into the fundraising
           | cycles without ever realizing they could take a cent out.
           | B: I have known zero founders who have turned down an option
           | to take money off the table [...] I love the idea of your
           | universe, though.
           | 
           | Fortunately, our universe is massive with varied different
           | views. Even OP implied that they have experienced both sides
           | firsthand.
        
           | rKarpinski wrote:
           | > I have known zero founders who have turned down an option
           | to take money off the table (and zero A raises that offered
           | that to employees).
           | 
           | Have seen companies offer this to employee's
           | 
           | And companies that let employee's take money off the table at
           | series A are also likely to be generous with meaningless
           | titles; that is they will let early employee's call
           | themselves founders.
        
             | adastra22 wrote:
             | At a Series A?!?
             | 
             | That's insane to me. We're talking about the first priced
             | funding round for the company, right?
        
               | fire_lake wrote:
               | These days there is typically an institutional seed round
               | before that.
        
               | adastra22 wrote:
               | How long is typical for the seed round? Both my prior
               | startups only spent a few months in the seed stage.
        
               | quartesixte wrote:
               | I have witnessed small liquidity events at Series A and
               | Series B that allowed for some small percentage of all
               | total equity vested (around 3-5% ish, depending on the
               | terms of your specific options grant) to be cashed out at
               | some multiple of the FMV price. AFAIK the founders held
               | themselves to the same restrictions (5% total, I
               | believe?) to keep it relatively "fair".
               | 
               | Pre-Seed, Seed, and some really really early Series A
               | employees got to cash out fairly significant chunks of
               | equity. Not as much as a founders' 1-2 million, enough
               | for downpayments on homes or slick new cars all cash. The
               | founders apparently were incredibly generous to Seed
               | stage employees.
               | 
               | Still doesn't compare to a Founders' equity, as this
               | article implies.
        
               | lmeyerov wrote:
               | is this zero-interest rate phenomena in action?
        
               | meheleventyone wrote:
               | Nope! Although the availability of funding obviously
               | plays a role so the wider investment environment affects
               | it.
        
               | rKarpinski wrote:
               | > At a Series A?!?
               | 
               | Yeah, at Series A.
        
               | muzani wrote:
               | Why is it insane? Some founders take zero salary since
               | the start, and part of the reason for raising funds is
               | that they have to eat too. Anyone who is an "early
               | employee" usually get lower salary than market, and some
               | stock. It's only fair they get to cash out a little early
               | on, or hold on if they're liquid and think it's worth a
               | lot more.
               | 
               | It also works well for everyone involved if they're
               | selling their shares to the investors for Series A -
               | investors get shares for cheaper, founders get paid based
               | around the value of those shares, more cash & runway in
               | the bank.
        
               | owlstuffing wrote:
               | Correct answer
        
               | adastra22 wrote:
               | In my industry the series A occurs in the first year of
               | operation, and before the company has really achieved
               | anything. A founder taking money off the table then is
               | ludicrous.
        
               | criddell wrote:
               | Founders who have no need for money in the first year or
               | two are fortunate people who are either already wealthy
               | or have a spouse or family supporting them. Surely those
               | aren't the only types of people worth backing.
        
               | muzani wrote:
               | I see. Here, the first stage is seed, which is around the
               | level of YC and then Series A, which is around the level
               | of getting money from YC's Demo Day investors.
               | 
               | We also see pre-seed, where the goal is to get into an
               | accelerator. It's like $2000 for 3%. Enough for a domain
               | name, a laptop, a babysitter, something that gives you
               | the space to do a proof of concept, but not a full MVP.
               | 
               | Here where VC funding is dry, we also have some stage
               | between seed and Series A, where the startup raises from
               | friends, angels, crowdfunding. It's not really given a
               | name because it's a signal that the company has already
               | burned through seed and yet hasn't done enough to raise
               | Series A from proper "professionals".
               | 
               | But here, by the time you've raised Series A, you're
               | expected to be #1 in a market - best language app, best
               | tax app, etc. And Series A is just to prove it works in
               | other markets. Worst case I've seen was a guy raising
               | US$500k seed (not Series A), but they had to prove they
               | could be #1 in five countries.
               | 
               | US is a market of 300M people and even top companies like
               | Amazon don't have to go far, but many countries have both
               | low population and low spending, and investment is still
               | US-centric.
        
             | sponaugle wrote:
             | "> I have known zero founders who have turned down an
             | option to take money off the table (and zero A raises that
             | offered that to employees)."
             | 
             | Nice to meet you. Now you know one. :)
        
           | extragood wrote:
           | It happens.
           | 
           | I was offered the option to liquidate up to 20% of my vested
           | shares at my last company's Series A. It was restricted by
           | tenure though (3 years), so it wasn't available to everyone.
           | In retrospect, I should have liquidated the full amount, but
           | it was a new concept to me at the time and I was more
           | conservative with the amount.
           | 
           | I more recently interviewed with a pre-series A company and
           | they said that they'd include me in a liquidity event when I
           | brought up compensation.
        
             | anonymousDan wrote:
             | How would you negotiate that in practice? Would it be
             | reasonable to ask for it to be in your contract? How would
             | you suggest wording it roughly? Sorry I'm inexperienced
             | with this kind of thing and have no idea how I would go
             | about negotiating for it.
        
             | dmurray wrote:
             | Doing this by tenure seems like a fairer way to distribute
             | the liquidity. The founders still get preferential access
             | to it, but because they really have taken more risk (bigger
             | stake for a longer time period), not just because they have
             | a better individual negotiating position.
        
               | KingMob wrote:
               | Tenure/cliffs/etc should already take care of that by
               | gating access to shares/options/etc in the first place.
               | No need to add an extra tenure complication to liquidity
               | as well.
        
               | hackerlight wrote:
               | > The founders still get preferential access to it, but
               | because they really have taken more risk
               | 
               | It's not related to risk, at least not directly. It's
               | related to the supply of entrepreneurship as a factor of
               | production. Entrepreneurship is scarce, so founders have
               | leverage in any bargaining situation against early
               | employees, who are more numerous and therefore less
               | valuable and less powerful. If 10x the number of people
               | tried to become founders, then founders would hold less
               | leverage and the equity terms would become more "fair"
               | because they'd have no choice but to give generous terms
               | if they wished to hire people.
        
             | chollida1 wrote:
             | > I was offered the option to liquidate up to 20% of my
             | vested shares at my last company's Series A. It was
             | restricted by tenure though (3 years), so it wasn't
             | available to everyone. In retrospect, I should have
             | liquidated the full amount, but it was a new concept to me
             | at the time and I was more conservative with the amount.f
             | 
             | Oh wow, how many companies have a series A after 3 years?
             | How did your company survive without any raises for 3 years
             | and what made your company finally decide to raise money
             | after going 3 year without doing so?
        
               | extragood wrote:
               | That policy was actually one of the major reasons I liked
               | that company and stuck with them for so long. Their goal
               | early on was to avoid raising money if at all possible,
               | and they managed that for a long time by mostly being
               | cash-flow positive/profitable. The trade off is slower,
               | but sustainable growth.
               | 
               | We hit an inflection point in the early pandemic where
               | money was cheap and we had a ton of new customers coming
               | in, so we were able to secure very favorable terms for
               | the Series A and used that money to expand the business.
               | Things continued to go in the right direction for the
               | next ~2 years and we ended up doing a Series B round, and
               | that in retrospect was a mistake. We over-hired in 2022
               | and couldn't back that up with increased business. And
               | because we had given up so much control to investors in
               | the previous rounds, we were unable to return to the
               | sustainable-growth strategy that had worked for us in the
               | past, and had to adopt faster growth strategies, none of
               | which panned out and ultimately hurt the company and led
               | to many rounds of lay-offs.
        
           | chatmasta wrote:
           | This assumes that the founders are aware of, or offered, the
           | option. If anything this is an argument for why founders
           | should be represented by a banker or lawyer at the closing of
           | every investment round. Let the founders do the negotiating,
           | but once it comes time to sign the papers, bring in the
           | sharks.
        
             | newswasboring wrote:
             | That's not common? I was under the impression that everyone
             | hires at least a lawyer to get through the paper work.
        
             | _heimdall wrote:
             | Honestly if a founder isn't pulling in finance or legal
             | experts prior to signing a funding round they really have
             | no business being in position to begin with. They have to
             | know VCs are leaning on their own financial experts and
             | lawyers, why would you _not_ have your own to protect your
             | own interests?
        
           | bradleyjg wrote:
           | All you're saying is that in the contemporary context it's
           | exceedingly foolish to be an employee at an early startup.
           | The VCs and founders have optimized away all the incentive.
           | Eventually the message will reach even naive 22 year olds.
        
             | lupire wrote:
             | There's a sucker born every September.
             | 
             | You can find your comment in the HN archives as far back as
             | 2010.
        
             | smeej wrote:
             | I'd tweak this slightly: "It's exceedingly foolish to be an
             | employee at an early startup _for the money._ "
             | 
             | I think there are a lot of us who struggle to fit the
             | larger corporate mold who pretty much _only_ thrive in the
             | startup world. I can 't speak for all of them, but I've
             | been very willing to take the balance of lower cash
             | compensation and a fistful of lottery tickets _and not
             | having 12 layers of middle management breathing down my
             | neck_ over more liquidity.
             | 
             | I guess I'm also blessed with inexpensive tastes, which
             | helps, but I'm still able to live somewhere I love and do
             | all the things I care to do, so it works out.
        
               | p1esk wrote:
               | Why does everyone thinks startups don't pay well? I have
               | worked for various startups all my life, most of them
               | well funded, and competing for talent with faangs. Yes, I
               | could probably make more at Google but I don't feel like
               | I'm underpaid. At the last 3 startups my base salary was
               | above 250k. I work remotely and I rarely work more than
               | 30 hours a week.
        
               | bradleyjg wrote:
               | Early startup is the part you seem to be overlooking. A
               | well funded startup with few or no runway concerns is a
               | different calculation.
        
               | bradlys wrote:
               | I'd say you're uncommon. I've never seen anyone who is a
               | typical engineer making $250k/yr at a startup that's
               | below $1B valuation. Same for the amount of work you're
               | doing and that it's remote with that compensation.
               | 
               | It's possible you'd be making $700k+/yr if you were at
               | google. About triple what you are now.
        
               | gen220 wrote:
               | I think one component of their point is that the marginal
               | utility of money beyond $200k/year cash comp is quite
               | small, especially if you (1) came to tech early in life
               | (2) plan on staying in it for most of your working life.
               | 
               | With that perspective, $200k/year and $700k/year both
               | reduce to "well-paid".
               | 
               | Also, a Staff title at a Seed or Series A startup can
               | definitely ask for $250k/year, although they'd likely be
               | trading off against equity grants.
        
               | whiplash451 wrote:
               | I would revisit that calculation assuming you are drained
               | at 45 instead of 60, including taxes and the opportunity
               | cost of 500K x a few years at 3% rate for the next 15
               | years.
        
               | gen220 wrote:
               | That's pretty much exactly the calculation I'm positing.
               | But actually with an even earlier terminus (late 30s or
               | 40 at most).
               | 
               | Assume an "effective" average pay (i.e. "net" pay +
               | retirement and other deductions, inflation-adjusted to
               | today's dollars and averaged over the course of your
               | career) of $120k/year.
               | 
               | From age 22 to 40, you've earned $2.16mm in inflation-
               | adjusted-to-today dollars as a single earner. With a not-
               | unreasonable average savings rate of 30%, not accounting
               | for tax-advantaged growth or any growth at all, you'll
               | come out with $650k of inflation-adjusted-to-today
               | capital in savings.
               | 
               | Realistically, this should end up invested in some kind
               | of equity (housing, stocks, bonds, whatever). If you
               | finance the purchase of a house at 30, you're only 10
               | years into a traditional 30-year mortgage at this point,
               | for reference. So you're roughly 1/3rd of your way to
               | owning all the equity in your home. That's fairly
               | comfortably a $1mm home (home equity being 30% of your
               | assets at 40).
               | 
               | Of course, if you're DCA-ing into something that yields a
               | modest average of 5%/year in inflation-adjusted returns,
               | that $650k is closer to $1mm inflation-adjusted-to-today
               | capital. And you still have 25 years at that point for
               | your retirement savings to compound. And you can work
               | part-time in something more fulfilling until retirement
               | to supplement your income.
               | 
               | YMMV, but the marginal utility of money beyond $1mm in
               | equity at 40 and $6k/month in expendable (on rental
               | housing, food, travel, social events) income during your
               | 20s and 30s is pretty small for most people. If you add a
               | partner with any kind of income to the mix, it makes the
               | marginal stress of earning more money even less
               | appealing.
               | 
               | Edit: the main thing you ought to avoid like the plague
               | is lifestyle creep. Spending money on things with zero or
               | vanishingly-small happiness ROI. Read this story every
               | year or two, or whenever you get a raise at work.
               | https://www.marxists.org/archive/tolstoy/1886/how-much-
               | land-...
        
               | p1esk wrote:
               | What many people don't seem to realize is there are a lot
               | of early stage but already well funded (10M+) startups
               | who are desperately looking for top quality people. Once
               | I was approached by a founder who offered 500k base
               | salary (wasn't a good fit for my area of expertise).
        
               | shortrounddev2 wrote:
               | It's a difficult trade off I've found. Large tech
               | companies are boring and slow and you deal with a lot of
               | red tape and BS, and you feel utterly powerless in the
               | security of your own job as economic tidal waves direct
               | the momentum of layoffs and not your personal
               | contribution.
               | 
               | At a startup you have more autonomy and power over your
               | personal position. I wrote 90% of the code that is
               | generating company growth, released 2 months after a
               | layoff. If I had taken longer to release that code or if
               | my code didn't work the company would be in a worse
               | financial position.
               | 
               | But that also means a lot of personal stress. There
               | aren't 4 layers of middle management to catch flak for
               | you. If you fuck something up, you are directly
               | responsible and depending on the environment that can
               | result in some heated conversations. I also work way
               | harder at a startup than I ever did for a big company
        
               | smeej wrote:
               | Those are the factors that make the tradeoff easy for me.
               | I would _vastly_ prefer direct accountability for my own
               | fuckups, because that means I have the agency to do
               | something to fix it.
               | 
               | What makes me want to put my head through a wall is when
               | I fuck up, and four layers of people above me are the
               | only ones allowed to fix the thing, but they don't, so I
               | keep catching flak for my fuckup without any way to stop
               | it and fix the thing. I have many more heated
               | conversations with those managers, which typically leads
               | to the door.
               | 
               | When I fuck something up, rarely is anyone more upset
               | about that than I am. Nobody's dumping more heat on me
               | than I am on myself, so bring on the heat-- _as long as I
               | have the agency to fix the problem._
        
             | ethagnawl wrote:
             | > All you're saying is that in the contemporary context
             | it's exceedingly foolish to be an employee at an early
             | startup.
             | 
             | As a rule, it is and always has been. For every unicorn
             | pinata stuffed with winning lottery tickets, there are
             | hundreds/thousands? of others whose employees walk away
             | with nothing or less (debt, strained relationships, mental
             | health issues, etc.) at worst or a job at AcquiHireCo at
             | best.
        
               | bradleyjg wrote:
               | There was always very high risk, so it was only ever for
               | certain people. But in earlier iterations of SV it was
               | possible to become generationally rich as an early
               | employee. The VCs and founders have fixed the glitch.
               | 
               | To put it another way: early employee equity was always a
               | lotto but now the payout is like some lame scratch off
               | instead of the powerball jackpot.
        
               | est31 wrote:
               | The startups where employees get really rich still exist.
               | I'm pretty sure the early employees of OpenAI are
               | generationally rich for example.
               | 
               | It's just that these companies very often are the
               | darlings since their inception, get constantly talked
               | about. Everyone wants to to invest in them and everyone
               | wants to join them. So they have the ability to pick out
               | the best talent, in other words, it's unlikely you'll be
               | able to join that specific startup.
               | 
               | But even 20 years ago, try getting into early Google.
               | From what I heard they had extremely high bars for hiring
               | as well and only lowered them once they got so large that
               | the pool was exhausted.
               | 
               | I'd argue that the total comp at the established
               | companies for engineers has increased precisely because
               | of competition from startups: to make the startup not be
               | the better option.
               | 
               | Does that mean that VCs are not taking a bigger slice
               | than they used to? Absolutely not, but I wouldn't put the
               | blame solely on them.
        
               | bradleyjg wrote:
               | Re: openAI
               | 
               | We'll see when it happens. If I had to name a company
               | most likely to have massive landmines buried in front of
               | common stock cashing out, it would be at the top of the
               | list.
        
               | comp_throw7 wrote:
               | Notwithstanding the gross non-disparagement stuff,
               | they've already had 3 tender offers, so not sure what
               | you're waiting for.
        
             | mbesto wrote:
             | > All you're saying is that in the contemporary context
             | it's exceedingly foolish to be an employee at an early
             | startup.
             | 
             | As long as naive 22 year olds think have that one friend
             | that stuck around long enough to cash out on an IPO, then
             | yes. On a risk-adjusted basis, this has basically always
             | been the case - you're better off working at FAANG.
        
             | shmel wrote:
             | If you only care about money, sure. I have plenty of
             | friends working in FAANG. For some mysterious reason any
             | time I ask them about work, they say something along the
             | lines "ehh... it's fiiiine. Paycheck is pretty good
             | though". Okay, not all, but perhaps 95%. And half of them
             | work massive overtime on regular basis. I can get behind
             | working weekends when you hope to change the world. They
             | often say things like: "yeah, I have to work 60-70h per
             | week because I don't want my boss to yell at me". Those who
             | work normal hours say: "there is not much work to do
             | really, we literally have meetings about meetings to fill
             | the day. I wish I had some real work to do". I truly hope
             | that higher TC compensates for that.
        
               | closeparen wrote:
               | The Bay Area housing market is too competitive for this.
               | If you're renting a room in your early 20s then sure just
               | have fun, any tech job should cover it. If you want to
               | own a place to raise a family in by your 30s, and you
               | don't have some exogenous source of wealth, you're going
               | to need every dollar of liquid compensation you can
               | possibly get.
        
               | shmel wrote:
               | Or you can just live somewhere else. The world doesn't
               | end at Bay Area.
        
               | closeparen wrote:
               | Sure but this thread is about technology startups. The
               | jobs you can get anywhere are business IT departments.
        
             | tivert wrote:
             | > All you're saying is that in the contemporary context
             | it's exceedingly foolish to be an employee at an early
             | startup. The VCs and founders have optimized away all the
             | incentive. Eventually the message will reach even naive 22
             | year olds.
             | 
             | My startup idea is a firm that uses generative AI to flood
             | the internet with pro-startup, pro-VC, pro-founder
             | propaganda, so that message will never reach the naive 22
             | year olds. Personally, I think it's like saving the
             | environment, since naive 22 year olds are precious resource
             | we cannot allow to be destroyed.
        
         | darth_avocado wrote:
         | It's like trading windows and blackout periods for employee
         | RSUs, but equity selloff on a schedule for the c suite.
        
           | hackitup7 wrote:
           | That's not quite how it works. Certain people are required
           | (or strongly encouraged) to sell on a 10b5-1 plan. These
           | plans can trade outside of open trading windows, but they
           | have a meaningful cooldown period before they go into effect
           | and can only be entered into during open trading windows. So
           | it's not necessarily "better."
        
           | jahewson wrote:
           | That's really about not falling foul of insider trading laws.
           | Regular employees are free to set up limit orders within
           | their trading windows (eg sell if stock hits $200) if they
           | want. Can't subsequently cancel it though! It makes way more
           | sense to just sell on the day of vesting and then trade
           | shares that you're not restricted from trading. No tax or
           | other reason not to do this.
        
             | throwbigdata wrote:
             | I've never worked at a public company that allowed limit
             | orders to survive blackout periods.
        
               | nick7376182 wrote:
               | I believe they are referring to a 10b5-1 plan that
               | includes price-based sale triggers.
        
           | lupire wrote:
           | Regular employees can also make scheduled trading plans. ETP.
        
             | vonmoltke wrote:
             | We couldn't at Twitter, which is the only company I've
             | worked at that had a blanket trading blackout policy. The
             | closest we could do was elect to sell all RSUs as soon as
             | they vested (even if outside an open window).
        
         | xbmcuser wrote:
         | It's not in the interest of the VC that the founders have
         | financial security. Well at least the type of VC's that have
         | come up in since the dot com boom where it was not about
         | building viable businesses but getting sold to the highest
         | bidder when the founder is under financial pressure to sell
         | they can strong arm him into easily compared to a founder that
         | is financially secure and interested in building and running a
         | business
        
           | wrs wrote:
           | It's not binary. Enough financial security that they don't
           | care what their investors think, no. Enough that they're
           | thinking of how to grow the company rather than how they're
           | going to pay their mortgage, yes.
        
           | zenlikethat wrote:
           | It's literally the opposite to what you suggest. Someone who
           | hasn't eaten for days isn't thinking about eating healthy
           | when they walk by a McDonalds.
        
         | nytesky wrote:
         | I'm sorry, I think the era of "change the world" motivation in
         | tech was eclipsed by "make 42 tons of money" about a decade
         | ago.
         | 
         | Along that line, I would be very surprised that there are
         | founders who don't seek an opportunity to set aside their nest
         | egg to "de-risk".
         | 
         | You say you have seen such guileless dedication to the founding
         | first hand, can you share what industry or type of company?
         | Perhaps I'm just exposed to the wrong crowd.
        
         | gadders wrote:
         | >>It's ok for founders to take a little bit of money off of the
         | table if they extend that to their employees as well. Asymmetry
         | is where things get weird.
         | 
         | Yeah, if the founders don't do this I wouldn't want to work for
         | them (not that I'm the target demographic anyway).
        
         | TimPC wrote:
         | Assymetry makes a certain amount of sense. Employees don't take
         | $0 for a long time and generally aren't having as large a pay
         | cut as founders afterwards. Most of the founders I've worked
         | with have had the seniority to justify the top salary in the
         | company and have typically had pay at or near the bottom.
         | Someone operating at that extreme getting to trade equity
         | doesn't necessarily mean that everyone should get to.
        
         | fidotron wrote:
         | I agree with the core of your point, and would extend it to any
         | post-IPO lock in periods.
        
       | rytill wrote:
       | Only a small percentage of tech companies raise a series A or
       | beyond.
       | 
       | To me, this just seems like a capital-efficient alternative to
       | the founder increasing their salary that could be negotiated. I
       | had no such perception that this was some "secret" thing, I
       | assumed it happened since you can do whatever you want if the
       | investors and founders agree that it makes sense.
        
         | adastra22 wrote:
         | This whole thread is leaving me very confused. Series A is the
         | first priced round. You're saying only a small percentage of
         | tech companies raise a priced round?
        
           | mtremsal wrote:
           | A significant portion of startups that raise a Seed round (or
           | equivalent) never get to a Series A. Maybe 30 to 50% fail at
           | this stage.
        
             | adastra22 wrote:
             | Are we talking about just YC-style internet/app startups?
             | Two of my startups have been deep tech where you can't do
             | shit without a Series A, and the third was crypto in the
             | start of that boom where VCs were begging to lead your
             | Series A. So maybe I just work in a vastly different field.
        
               | quartesixte wrote:
               | Yeah deep-tech (which I am also in) plays on a different
               | scale when it comes to funding rounds, simply because of
               | how expensive hardware is and how big the headcount gets
               | to just make MVPs.
               | 
               | My friends in software startups balk at the sheer burn
               | rate and funding rounds at mine. $100mm for a Series A is
               | unheard of in software.
               | 
               | Thank you Thiel for setting the bar so high (the famous,
               | "you need $1billion in total capital to successfully pull
               | off hardware startups" quote).
        
               | mtremsal wrote:
               | > $100mm for a Series A is unheard of in software.
               | 
               | Peak 2020: https://www.wiz.io/blog/wiz-comes-out-of-
               | stealth-with-100m-s...
        
               | throwaway2037 wrote:
               | What is "deep tech"? Like, not a CRUD web app? Hardware?
               | AI/ML?
        
               | adastra22 wrote:
               | Fusion, fabs, manufacturing, defense, etc.
        
           | rytill wrote:
           | As you noted below, it depends on the industry.
           | 
           | But for software, and my impression is that it is even more
           | like this in most other industries, a huge amount of tech
           | ventures never receive any funding. Many of these are never
           | even properly incorporated and may not be included in
           | datasets. Then, for the ones that do raise seed money,
           | usually with SAFEs, 50-60% of them would fail before raising
           | a significant priced round (series A).
           | 
           | The overall point being, there's a lot of risk between
           | starting a company and raising a sizeable priced round for
           | most people.
        
           | DandyDev wrote:
           | The company I work for raised a $1M pre-seed round, $10M seed
           | and $25M series A
           | 
           | I imagine other companies went through a similar scenario but
           | failed before series A
        
         | cbsmith wrote:
         | It is a bit funny how founders get the special access at a lot
         | of companies. Not all places work like that, but it seems
         | disingenuous.
        
       | dmitrygr wrote:
       | The title of the article is mostly clickbait. Anyone who's lived
       | in SV for a decade or so knows this well. Startups are a scam
       | unless you are a founder. They are a meat grinder that runs on
       | naive young new college grads who buy into the bullshit that
       | their options are worth anything.
        
         | iwontberude wrote:
         | Even founders get shafted in later rounds where they are
         | diluted out of their voting rights because they can't raise the
         | capital to maintain their share. The only people not getting
         | scammed regularly are the VC.
        
           | dmitrygr wrote:
           | Founders have control of how things go, and have many ways to
           | make money along the way (one such way documented by this
           | article). How often do the first 2-5 engineers get any such
           | chances?
        
           | bigiain wrote:
           | > The only people not getting scammed regularly are the VC.
           | 
           | Not to want to sound like I'm standing up for Vulture
           | Capital, but while it's not "getting scammed" as such - I
           | suspect most VCs lose money on most startups they invest in.
           | And not all VCs land enough 100x exits to make up for all
           | those losses. (The "successful" VCs are the ones who make all
           | the losses end up in pension fund balance sheets, while
           | ensuring most of the profits land in their friends and their
           | own pockets.)
        
         | babl-yc wrote:
         | Founders cashing out early may be more of an "open secret" but
         | it warrants more discussion. I don't find the title overly
         | clickbait-y.
         | 
         | And a counterpoint to your perspective, I joined a startup a
         | couple years out of college, had the most fun of my career, and
         | the options were very much worth something. Working for a well-
         | funded start-up is something I'd especially recommend early in
         | your career when you can take more risk even if the equity
         | doesn't always work out.
         | 
         | If anything, I'd discourage becoming a founder as a new grad
         | more than SV typically discusses. I really appreciated taking
         | time to build up my savings and get experience before taking a
         | shot at that.
        
       | EternalFury wrote:
       | You get Founder Liquidity because you managed to convince people
       | who do just as much work that they couldn't do just as much work
       | without you. LOL I am so cynical.
        
         | its_ethan wrote:
         | To be fair, there is a skill in getting people to believe your
         | vision and to take the risk to work for you. They also need to
         | convince VC's of that vision to get the money to pay you in the
         | first place.
         | 
         | Generally they make more decisions that directly effect the
         | odds of the company existing 6 months or a year down the line
         | than the average employee does (with some exceptions
         | obviously).
         | 
         | You can still be cynical, I think all employees should be given
         | the ability to get liquidity early, but it's not like it's
         | totally unjustifiable.
        
       | iEchoic wrote:
       | Making less money isn't really the risky part about founding a
       | startup. The risky part is missing out on years of other life
       | experiences, stressing (or losing) your closest personal
       | relationships, failing and feeling personally responsible for
       | disappointing everyone you convinced to believe in you, and
       | developing an anxiety disorder (or worse) from chronic long-term
       | stress.
       | 
       | Author's suggestion that they could have taken a "similar level
       | of risk" as an early employee by taking secondaries as a founder
       | is way off, IME.
        
         | beambot wrote:
         | Perfectly illustrated by this statement:
         | 
         | > I have been an early or first engineer at five different
         | companies and have had three liquidity events in a 9-year
         | career.
         | 
         | A "big" success is a 10+ year journey. For an early employee,
         | it is perfectly acceptable to give a few weeks' notice and move
         | on to the next lotto ticket. This doesn't work for a key
         | founder-exec -- they're likely going to commit to a decade
         | working on one big problem, and investors want to incentivize
         | them to shoot for the moon & stick with it for the long haul.
         | 
         | It's definitively not the same for an early employee.
        
         | jmward01 wrote:
         | Having been employee #10 a couple times now, there is a lot of
         | that even when you aren't a founder. It would be nice if the
         | 'de-risk your life' stuff this article describes for founders
         | was also available for early employees.
        
           | toomuchtodo wrote:
           | Work a high salary job and buy lottery tickets or 0DTE
           | options instead. Half joking. Look at the success rate of
           | outlier comp through liquidity as an early startup employee.
           | If professional stock pickers can't pick better than index
           | funds, what makes you think you can do better picking
           | startups, spending non renewable time, working for years
           | vesting common shares that you _might_ get liquidity for
           | eventually, assuming they have any positive value.
           | 
           | If you want to get wealthy, there are more efficient, less
           | effort ways. If you want to suffer with low chances of
           | success based on all available data, well, help yourself to
           | the firehose of startup jobs.
        
             | bjt wrote:
             | You're not just "picking a startup". That early, you're
             | also a big factor in whether it succeeds. Betting on
             | yourself is different than buying a lottery ticket. (Maybe
             | just as irrational for a lot of people, but still.)
        
               | toomuchtodo wrote:
               | You (not "you", but the persona for this discussion) are
               | not special and will likely fail, based on startup
               | failure rates. Certainly, you will put effort forth, but
               | that is only tangential to odds of success. If you enjoy
               | the experience and don't need monetary resources, sure,
               | knock yourself out. Just recognize the opportunity cost,
               | that the odds are stacked against you, and if you
               | succeed, you were as lucky as you were skilled.
               | 
               | I'll take the lottery ticket over me any day, not because
               | I suck, but because I am human. Even exceptional humans
               | fail. I don't drink the exceptionalism koolaid.
        
               | skeeter2020 wrote:
               | People, especially sw devs, love this narative but it's
               | just not true. It's not all luck like the lottery but the
               | combination of things outside your control might as well
               | make it so for early employees at a startup. But hey, you
               | did get that vp of whatever title...
        
               | freddie_mercury wrote:
               | Advanced sports stats have the notion of "contribution
               | above replacement value", the idea being it isn't just
               | what you do, it's what you do relative to whoever they
               | could (relatively easily) replace you with.
               | 
               | The startup failure/success rate already have some level
               | of "smart, motivated staff" baked in. So you're really
               | making a bet on how much better you are than the average
               | early stage startup employee.
        
             | ivalm wrote:
             | When you work for a startup you have a ton of insider
             | information not available to outsiders, even investors. If
             | you think your startup won't be successful then obviously
             | just find a different job.
        
             | patmorgan23 wrote:
             | When you work for a start up you can have a material impact
             | on the company's success (or failure).
        
         | AnarchismIsCool wrote:
         | Having been a key early employee at a failed startup,
         | horseshit.
         | 
         | The employees bear the burden too, if they're working their
         | asses off at an early stage startup they believe in the cause
         | just as much. Viewing founders as somehow magically special is
         | a symptom of the broader misguided hero worship the US has
         | right now.
        
           | bps4484 wrote:
           | I'm sorry this isn't true. Your name wasn't on the line when
           | you took the investment, and the OP pointed out with his "5
           | startups in 10 years" line, it's very easy for early
           | employees to walk away. That isn't as available to founders.
           | There is much more burden (reputational, financial,
           | emotional) on the founders.
           | 
           | I've been a founder, and I've been a key early employee. It
           | is very different.
        
       | dsign wrote:
       | We are talking SV here, and that's very different from my
       | European experience. I've known of founders in Scandinavia who
       | walked out from startups that weren't doing so bad and that could
       | have gone for another round of investment because they were
       | earning as much as a bus driver, had zero savings, and were
       | experiencing burn out after almost a decade of work. Maybe that
       | bit of SV culture that lets founders be on par with a highly paid
       | engineer at a big company is up to something. Maybe if it were
       | more of a thing in other parts of the world, we would be more
       | competitive.
        
         | givemeethekeys wrote:
         | Having cofounded both bootstrapped and funded startups, I can
         | say that in each case there was a deadline associated with
         | success: for bootstrapped, we set hard targets in terms of
         | maximum spending and time in order to test our hypothesis. This
         | allowed us to fail fast in our own way and go back to a better
         | paying day job.
         | 
         | For funded startups - at least with a healthy seed round, the
         | investors expected us to burn fast and hard in order to prove
         | our hypothesis or fail trying as quickly as possible, but they
         | also expected us to not pay ourselves very much. As we found
         | product-market fit and raised Series rounds, it was understood
         | that we would pay ourselves competitive salaries.
         | 
         | Being stuck at the seed stage for 10 years is not healthy -
         | neither in Europe, nor in Silicon Valley.
        
         | ilrwbwrkhv wrote:
         | Yes and that is why we call them Europoor out here.
        
       | keeptrying wrote:
       | Founder liquidity doesn't make up for much in the average
       | situation.
       | 
       | Making $400k after making $100k for 4 years doesn't really change
       | much.
       | 
       | It gets you upto junior engineer level.
       | 
       | The underestimated play is becoming a cofounder to a great CEO
       | 2nd time founder.
        
         | parentheses wrote:
         | This assumes how much of the founders' shares they sell and the
         | size of the raise. The $400k figure is just arbitrary here. I
         | imagine when companies are raising Series B or later, founders
         | are walking away with millions.
        
           | keeptrying wrote:
           | $1-$2M after 6 years of working at $100k isn't really much
           | either in the Bay. (Which is the only place you'd get that.)
           | 
           | Even that averages to a senior Eng salary for the very very
           | few founders who get there.
           | 
           | This has to be tempered by other realities - no social life -
           | working 80 hours a week easily - risking personal finances -
           | health problems - good chance of divorce / no deep
           | relationships
           | 
           | Starting a company is no joke.
           | 
           | Very few get to series B/C.
        
             | newshackr wrote:
             | That may be true, but it is also true of early employees
             | who stick it out for similar amounts of time and get
             | nothing. $1-2 million may be the total amount they would
             | get after a billion dollar exit.
        
         | Sytten wrote:
         | Getting out of the SV bubble this is an insane amount of money.
         | I boostrap my business and I make 40k a year. Most senior SWE
         | around here make less than 100k.
        
           | hn_throwaway_99 wrote:
           | Obviously everything is local. 40k is about $20/hr, which
           | where I live is just a tad above what new fast food workers
           | make. Fresh CS grads make more than $100k (or at least they
           | did, obviously the past year and a half has been brutal).
           | This is not in SV.
        
             | adastra22 wrote:
             | In most of the world (even just considering developed
             | nations) fresh CS grads do _not_ make more than $100k.
             | Senior software engineers don 't even make that much
             | anywhere in Europe or most of Canada.
        
               | selestify wrote:
               | Why the disparity? Especially with Canada - no language
               | barrier and no time zone differences. Why doesn't the
               | free market equalize Canadian dev wages with American
               | ones?
        
               | adastra22 wrote:
               | The better question is why doesn't the free market lower
               | Silicon Valley pay to be comparable to the rest of the
               | world. SV is the outlier. Even other forms of engineering
               | don't pay compensation anywhere near what SV software
               | devs get.
        
               | hn_throwaway_99 wrote:
               | In winner-take-nearly-all industries, it makes sense to
               | pay top dollar for talent if that gives you a better
               | chance of being "the winner".
        
               | jahewson wrote:
               | How much do Canadian tech companies earn per employee?
               | There's your answer.
        
               | PeterisP wrote:
               | So many of the companies are global, or at least have
               | offices both in USA and Canada. Why do they hire devs in
               | USA instead of Canada?
        
               | hn_throwaway_99 wrote:
               | In my experience the best Canadian devs came to the US
               | specifically because they could make so much more. Not
               | sure if that's changed much over the past 5 years given
               | the explosion of remote work.
        
               | extragood wrote:
               | I am convinced that the WFH movement is responsible for
               | the recent offshoring trend.
               | 
               | Before 2020, it was fairly uncommon to work remotely and
               | most employees were expected to physically come to the
               | office. You would relocate if you got a job in another
               | state, and employers had to go through a painful visa
               | process to access foreign workers or set up expensive
               | international satellite offices.
               | 
               | The great WFH experiment kicked off by the pandemic
               | concluded that no productivity was lost, so many
               | employers realized that they did not actually need to
               | hire domestically at all. Everyone can be remote and work
               | from wherever. LCOL in the US is still extravagant
               | compared to many other regions, so a top engineer can now
               | be hired for pennies on the dollar. I think there's a
               | very good chance that tech salaries in the US have begun
               | to and will continue to equalize with the rest of the
               | world as a result.
        
               | keeptrying wrote:
               | True. WFH was the real trial of offshoring especially to
               | similar time zones.
               | 
               | Also it took the risk off the CEO plate that remote might
               | fail. Further the market is rewarding them for it now.
        
               | hn_throwaway_99 wrote:
               | I definitely agree with this. In addition to WFH,
               | consumer-grade Zoom/Meet/etc. got good enough right
               | around the pandemic (just before really) where it made
               | off shoring really feasible. I've especially seen an
               | explosion of offshoring to Latin American and Eastern
               | Europe. The time zones make things much more workable
               | than, say, India or China.
        
               | extragood wrote:
               | Yep. My previous company almost exclusively hires in
               | Latin and South America now. The interesting thing to me
               | is that it hasn't affected the executives themselves yet.
               | If employees from one region work just as well as
               | employees from another for other roles (or at least cost
               | to performance is favorable), then it seems hypocritical
               | and counterproductive for them to insist on US-based
               | execs. The vindictive part of me hopes that it catches up
               | with them next.
        
               | FactKnower69 wrote:
               | This is not speculation, it is what multiple Canadians
               | I've tried to poach have told me: they don't want to move
               | to a country where one medical emergency can put them in
               | 6 figures of debt
        
               | Sytten wrote:
               | Not that our health care system is going that well these
               | days but true. Also being called a freaking non-resident
               | "alien" is so demeaning, sorry I am human.
        
               | hn_throwaway_99 wrote:
               | None of those reasons make any sense to me. The US health
               | care system _is_ truly fucked, but nearly all the
               | companies paying well for SWEs also provide good health
               | care plans. It sucks that things are so complicated
               | (deductibles, copays, coinsurance, in-network, out-of-
               | network, etc.), but people with good health insurance
               | aren 't getting bankrupted by health care costs. And I've
               | seen plenty of colleagues with super-expensive conditions
               | in my lifetime ("million-dollar babies", cancer, losing
               | limbs in car accidents, etc.)
               | 
               | And bitching about bureaucratic terms like non-resident
               | alien? All countries have silly bureaucratic language and
               | words can have multiple meanings. Nobody thinks "alien"
               | in this context means you're a little green man from
               | Mars.
        
               | Sytten wrote:
               | Sure until you lose your job, I think having your health
               | insurance tied to employment is really scary for a lot of
               | people (me included). Not everybody has the same
               | tolerance to risk. Our safety net isn't what they have in
               | europe, but it is still better than the US.
               | 
               | No offense but it is spoken like a true American. I have
               | dealt with European immigration and it was
               | pleasant/painless for the most part. In the US they make
               | you feel unwelcome and they drown you in paperwork. Not
               | that Canada is much better these days, but I am a citizen
               | so don't need to deal with it.
        
               | hn_throwaway_99 wrote:
               | > Sure until you lose your job, I think having your
               | health insurance tied to employment is really scary for a
               | lot of people (me included)... Our safety net isn't what
               | they have in europe, but it is still better than the US.
               | 
               | 100% agree, but we weren't talking about which system is
               | better, we were talking about why Canadians may be
               | reluctant to relocate to the US. It's not like Canadians
               | who come to work in the US give up their citizenship.
               | Worse comes to worst and you lose your job and health
               | care and have a major medical issue, the Canadian safety
               | net is still there for you.
        
               | Sytten wrote:
               | Yes and no, you lose access to it 6 months after you
               | leave and to have access to it again to need to wait
               | another 6 months while being in the Province. But I get
               | your point, when you are a fresh grad it makes sense to
               | spend a few years in the US. Though less relevant now
               | with remote work, you can get a US salary here its just a
               | bit harder.
        
               | jahewson wrote:
               | They definitely do, take a look at how much big US tech
               | companies pay in London.
        
               | adastra22 wrote:
               | > take a look at how much *big US tech companies* pay in
               | London
        
               | dubbel wrote:
               | Senior software developers definitely can make that much
               | in parts of Europe, and not just at banks or the big 5.
               | But also 100k USD isn't what it was 5 years ago.
        
           | seattle_spring wrote:
           | Where is "around here"? No way it's any city in the US.
        
             | randunel wrote:
             | They're Canadian.
        
       | mapasj wrote:
       | How common is this? How many founders that raise series A are
       | liquidating? What are the amounts typically?
        
         | parentheses wrote:
         | It's fairly arbitrary, but there is at least one constraint on
         | how much you can liquidate: You cannot liquidate much more than
         | 10%, because you're taking money from the company and investors
         | would not appreciate that.
        
       | blobbers wrote:
       | I think founders generally have 20 to 50x what the first employee
       | has, in my experience. Employees rarely have more than 1%.
       | Founders tend to start out with about 20-40% depending on number
       | of cofounders.
        
         | khazhoux wrote:
         | Yeah that line in the article is completely off:
         | 
         | > Ask most venture-backed founders why they get 10x more equity
         | than employee #1
         | 
         | Employee #1 typically gets 1%. Sometimes could be up to 2%, but
         | 1% is standard. So then the founder gets 10%? No way.
         | 
         | I posit that very, very few early non-founding employees in SV
         | startups have a true notion of how cheap they're working
         | compared to the founders. Founders do founder-y stuff, the
         | early engineers build and launch the full product, and if all
         | goes well, the founders fly private the rest of their lives
         | while early engineers make good progress towards a down
         | payment.
        
           | pojzon wrote:
           | And what happens in case it does not work out well ?
        
             | temp90210 wrote:
             | Employee gets fired and founder may get something or
             | nothing but get "fired" last and turn off the lights on the
             | way out I would guess.
        
             | khazhoux wrote:
             | If startup goes to zero, then everyone goes home with
             | nothing. The founders typically don't lose any money of
             | their own -- that cost is shouldered by angel and series-A
             | investors.
             | 
             | Often though, the startup has a "soft landing" where it's
             | acquihired by a larger company, and then the founders
             | typically get executive or very senior roles (with large
             | bonuses, etc) meanwhile the non-founders get standard
             | employee packages.
        
       | s17n wrote:
       | I think most employees are mostly well aware that founders take a
       | money off the table in every round, and I think that it
       | absolutely does negatively affect morale.
        
       | Joel_Mckay wrote:
       | "Silicon Valley's [worst] kept secret: [Loyalty will not be
       | rewarded]"
       | 
       | The fact remains that sweat-equity deals rarely work out in a
       | founding employees favor.
       | 
       | i. IP selloff to umbrella firm for $10
       | 
       | ii. contract restructuring or share dilution
       | 
       | iii. jettisoned from a company months before an IPO
       | 
       | Most techs have seen all of these events unfold... if you are
       | around long enough.
       | 
       | People always have their own strategic truths once significant
       | money is on the table. Even moderate success can destroy peoples
       | memory, and anything not legally watertight is just hot air.
       | 
       | Best of luck, =3
        
       | ilrwbwrkhv wrote:
       | This is another reason why American companies beat out Canadian
       | and many other companies by so much.
       | 
       | In Canada even at Series A Canadian VCs will not offer you
       | liquidity while at the same time allotting pennies in the first
       | place. Absolutely conservative poor people.
       | 
       | If things are working, derisking the founder so that they can
       | focus all in on the problem is the best thing you can do as a VC.
        
       | librish wrote:
       | My guess would be that it has to do with the amounts involved. In
       | a typical series A/B only the founders have enough equity (they
       | have larger share, plus they've been at the company the longest
       | so they've vested the most) to be worth the transaction cost of a
       | secondary sale.
        
       | blackeyeblitzar wrote:
       | > Why is it a secret that founders get liquidity in many venture
       | rounds? Because it undermines the narrative of the founder who is
       | "all-in." The story of the founder who mortgaged their house and
       | lived on ramen noodles for years is compelling.
       | 
       | A lot of startup compensation seems to rely on people not having
       | transparency and honesty. The founders, investors, etc. all have
       | very different risk and reward situations compared to typical
       | employees and even non-founder executives. But for most it seems
       | like a raw deal compared to working at a big tech company, unless
       | you're lucky and strike gold at a place like OpenAI or whatever.
       | 
       | Another area where there is a lot of obscure but important detail
       | is in the cap table, stock plan documents, and so forth. If
       | company financials and cap tables were transparent, and if it was
       | clear the various ways in which a company could screw over
       | employees through various clauses deep in their documents, no one
       | would take those jobs.
        
         | jslakro wrote:
         | This is a solid argument to motivate startups to build
         | confidence on employees through any of the captable solutions
         | available out there
        
       | throwaway-blaze wrote:
       | I must be an idiot, I've been a cofounder or first hire in 6
       | startups (2 successful) over the last 25 years and have literally
       | never been offered secondary during a Seed or Series A or B.
        
         | askafriend wrote:
         | How has your time in startups panned out? Were those 2
         | successes worth the failures?
        
         | damezumari wrote:
         | It depends a lot on the startup. I have similar number of
         | startup experiences, and only one had early stage secondary
         | sales ( but those were even for non founders ). Mainly money
         | comes from IPO or other exit.
        
         | xyzzy4747 wrote:
         | You don't necessarily get offered it, you demand it as a term.
         | If it's a "hot startup" you pick and choose your investors so
         | if some don't like it they can walk.
        
         | jkelleyrtp wrote:
         | Secondaries have become more popular over the past few (5?)
         | years but you need to know to ask.
        
       | Finbarr wrote:
       | Secondary at Series A is very rare. Part of the reason more early
       | employees don't get included in secondary sales is because of the
       | Securities Exchange Act of 1934 14e-2. If you have more than 10
       | sellers involved, the transaction can be considered a tender
       | offer, which triggers additional regulatory requirements and
       | disclosures.
       | 
       | > As of 4 months ago I left a very successful stealth startup
       | (which grew to 40M in ARR in two years) to become a founder and
       | that is when it clicked - I expected to feel stressed, pressured,
       | and the weight of all of the risk I was taking.
       | 
       | Please let us all know how that's working out for you in 5-10
       | years. 4 months in and no stress? Must be easy riding from here!
        
         | Finbarr wrote:
         | The bigger secret is that stock sold in secondary sales by
         | founders and employees is usually common stock, and the
         | purchasers will often get the right to convert this to
         | preferred stock. This means that the company is instantly
         | encumbered with a greater liquidation preference, without the
         | increase in balance sheet to offset it.
        
           | laser wrote:
           | How is that legal and not considered self-dealing and unjust
           | enrichment? If I was a minority common stock owner in a
           | business I assume I would have standing to sue for damages if
           | a majority owner or officer made my position materially worse
           | while enriching themselves in such a manner? Are you sure
           | such a right is typically granted? I mean even the gap
           | between 409A valuations and preferred valuations, as well as
           | a huge amount of precedent, give a different material value
           | to preferred and common stock. Giving that right out of thin
           | air in a sale by an insider is effectively theft from common
           | holders and I have trouble believing what you're saying as
           | I'm not sure how that could be kosher, if perhaps
           | infrequently litigated. But is it really standard like you
           | make it sound? That would be a very dirty secret and I expect
           | would and should lead to litigation.
        
             | lancewiggs wrote:
             | Flip it around - it becomes a condition of the deal
             | happening imposed by investors, who themselves are
             | motivated to present the best deal to founders, and to have
             | founders less economically stressed. No secondaries - no
             | deal, and that doesn't help anyone.
        
             | KingMob wrote:
             | IANAL, but if you only have options, and not stock, do you
             | still have standing to sue?
        
             | mountainb wrote:
             | Who has the cause of action? The majority shareholders. Who
             | authorized the stock sale? The majority shareholders. Are
             | they really likely to sue the founder for something that
             | the shareholders authorized?
             | 
             | Only in some states would minority shareholders have a
             | cause of action. So there are some states in which the
             | courts agree with you. As you might imagine, startups do
             | not typically incorporate in those states.
        
             | Finbarr wrote:
             | It is very common and usually a condition of closing.
             | Investors know that preferred is way better than common.
             | They are buying highly speculative assets and want strong
             | downside protection.
        
             | red-iron-pine wrote:
             | > How is that legal and not considered self-dealing and
             | unjust enrichment?
             | 
             | because, ultimately, Capital writes the rules, and they
             | chose to allow this
        
           | anxman wrote:
           | I used Founders Preferred shares to get liquidity at the A
           | (for a now defunct startup).
           | 
           | In our case, we offered all vested employees the option of
           | selling in the same round on the same terms.
           | 
           | I personally don't recall any disclosure requirements at 10
           | people; however, we didn't have that many participate so
           | perhaps it didn't apply.
           | 
           | In general, Founders Preferred does layer on the preference
           | stack but also hopefully by a relatively trivial amount to
           | the overall funding size.
        
             | Finbarr wrote:
             | Yes, as I mentioned it only applies when you have 10
             | sellers.
        
             | throwaway-blaze wrote:
             | Founders never have preferred shares, at least not the same
             | class of preferred (with the same preferences) as
             | investors.
        
               | janjongboom wrote:
               | Not never. E.g. all the capital we as founders put in the
               | business before we raised our seed round was converted
               | into Series Seed Preferred shares at the same rights as
               | angels / seed VC. Small portion of total equity but
               | still.
        
         | colordrops wrote:
         | I often hear about these SEC rules that explain why individual
         | contributors get fucked, as if that's a good excuse. Either the
         | requirements and disclosures should be fulfilled and more than
         | 10 sellers allowed, or the rules should change, or both.
        
           | llamaimperative wrote:
           | It sounds like they could've fulfilled the requirements and
           | had more than 10 sellers but chose not to.
        
           | Finbarr wrote:
           | I didn't comment on whether it was a good reason or not. My
           | comment was just highlighting some of the complexities in
           | what the blog author was hoping to achieve.
        
         | sneak wrote:
         | Where would the stress come from? You get a paycheck and there
         | is no personal downside except opportunity cost (and perhaps
         | reputation). You don't lose any money if your startup fails.
        
           | angio wrote:
           | A lot of people (esp people that performed extremely well in
           | school and in corporate environment) find "failing" and
           | "losing reputation" very stressful.
        
             | sneak wrote:
             | Landlords and supermarkets dgaf. There is no real risk, and
             | if they stress over it, that's more a founder's own
             | psychological failing than anything else.
             | 
             | If you care what other people think that much, you probably
             | don't have sufficient quantities of the oft-cited "grit"
             | that founders supposedly require.
        
               | zztop44 wrote:
               | I think if the idea of your company failing doesn't cause
               | you at least some stress then you probably shouldn't be
               | running a company?
        
             | FactKnower69 wrote:
             | I guess harden the fuck up?
        
               | SOVIETIC-BOSS88 wrote:
               | Thank God someone said this. Of course it is stressfull,
               | there is no free lunch. If you can't take the heat just
               | dont enter into a such top-heavy game.
        
               | smeej wrote:
               | Exactly. Or just don't do it.
               | 
               | I am sure enough that I would crumble under that specific
               | kind of pressure that I don't put myself in situations
               | where I would experience that specific kind of pressure.
               | Works great!
        
             | epolanski wrote:
             | Maybe risky ventures aren't for them.
        
           | rohansingh wrote:
           | I think for a lot of founders, there is significant financial
           | cost or opportunity cost upfront. Especially if you are
           | bootstrapping.
        
           | lettergram wrote:
           | Starting a company myself, I took 6 months with no salary.
           | After we raised, my salary was massively cut from where it
           | was (30-40% of what I made the year prior). Then you have the
           | fact I gave up guaranteed raises & promotions (to the tune of
           | hundreds of thousands in RSUs).
           | 
           | There's a pretty large risk to family security. By year two
           | of the startup I have made 15-20% the cash I could have made
           | elsewhere. I have stock that I trust will be worth more in
           | the future (so imo worth it). However, I can see liquidity
           | events being useful if you're tight on cash after that run
        
             | erikerikson wrote:
             | Investors do it so that the founder can better focus on
             | increasing the value of the company. Having financial
             | stress on top of everything else reduces the probability of
             | liquidity events.
        
           | throwaway98797 wrote:
           | cause if you fail you have to let people go
           | 
           | cause if you fail you have to tell your investors you lost
           | money
           | 
           | cause if you fail is a thought that's always running through
           | your head as you live it
        
             | shortrounddev2 wrote:
             | My primary motivation as an employee of a startup is fear
             | of personal financial ruin. That the company won't be able
             | to make payroll and I won't be able to pay my rent, that
             | I'll be evicted eventually or that if the company goes
             | under I won't be able to find a new job. There is no
             | mission or any other soft carrot that I care about. I also
             | don't have any faith in stock options.
             | 
             | I can't imagine caring about reputational damage with rich
             | people unless that reputation is in service of not starving
             | in the streets.
        
               | sashank_1509 wrote:
               | Perhaps you shouldn't be working in a startup because
               | your lifestyle is unaffordable, or your company is paying
               | you peanuts.
               | 
               | I have worked in startups in Silicon Valley and have had
               | many friends working for them. Most startups pay a base
               | salary of around 200k$ I reckon (for new grads, perhaps
               | 150k). This might come down to 9-10k after taxes per
               | month. A good 2 bedroom house to rent in a location like
               | San Jose would be 3k$ per month, which leaves you 6k for
               | other expenses. Assuming 1k for car, you should still
               | have 5k in savings per month, in a year of working you
               | will have saved up 20 months of rent, maybe 12 months of
               | living without a job. I find it hard to believe anyone in
               | SV startups, is in risk of "personal financial ruin", or
               | "starving in the streets" just because they lost a few
               | months of paychecks while searching for another job. That
               | may be true in another country, in another market, but
               | all tech workers in the Bay Area are living well above
               | subsistence and acting like they are living paycheck to
               | paycheck is a fantasy. There is a cost to working in
               | startups, and it is an opportunity cost of not working in
               | a big tech company and cashing out your 200k+ RSU over 4
               | years and instead receiving paper money stock options
               | that can be worth 0.
        
             | yard2010 wrote:
             | This is not a real risk you're talking about, but small
             | inconveniences. A risk is losing your house for example, or
             | losing the ability to rent.
             | 
             | Inconveniences are part of life anyway. Being the first
             | engineer means you get all these inconveniences (tell your
             | wife and your kids) plus real risks as above (taking a loan
             | to buy the options and losing it)
        
               | naravara wrote:
               | "Letting people go" is taking on the risk of all of those
               | people being let go losing the ability to rent or pay
               | their mortgages. That seems like more than an
               | inconvenience to me if you take one of the
               | responsibilities of being an employer at all seriously.
        
               | sneak wrote:
               | If you are working a tech job and know how to program
               | computers and have no savings slash the loss of a job
               | costs you your house, you have deep and fundamental
               | problems far beyond the loss of one job and it isn't your
               | former employer's fault that your life is mismanaged.
        
               | zdragnar wrote:
               | No employee should join a startup with the expectation
               | that the company will be around forever.
               | 
               | Compare startups to restaurants- their failure rate is
               | absolutely massive. Working for a new company is simply
               | always a risk for everyone involved, there's no getting
               | around that.
        
               | throwaway98797 wrote:
               | far easier _for me_ to layoff people at megacorp then
               | when your the founder
               | 
               | at megacorp, you shrug and look them in the eye and they
               | know you can't do much
               | 
               | your in the same boat
               | 
               | as a founder every layoff is YOUR failure
        
             | LargeWu wrote:
             | "cause if you fail you have to let people go"
             | 
             | This isn't the founder's risk. It's the employee's risk.
             | And it has the added bonus of, if there is a liquidity
             | event, the employee's don't get the upside.
             | 
             | I was like engineer #3 at a company that eventually was
             | acquired for ~$250MM. My payout was $60,000, after 5 years
             | of employment there. I could have made more by going and
             | contracting at megacorp for a single year. There was never
             | any upside for me.
        
               | earnesti wrote:
               | > There was never any upside for me.
               | 
               | That was because you negotiated and accepted a shitty
               | deal. Unless someone scammed you into believing something
               | that isnt' true, which I doubt. Founders can be overly
               | optimistic, but it isn't same as scamming.
               | 
               | Startups are a difficult game. Everyone gotta watch for
               | themselves. Don't blame on others if you accepted a
               | suckers deal.
        
               | throwaway98797 wrote:
               | laying off people who joined you on your dream is highly
               | unpleasant
               | 
               | financially you are correct, but being a leader is mostly
               | about the human stuff
        
           | neilv wrote:
           | I tend to have large stress in startups, more than in
           | established companies. I won't get into some of the
           | occasional toxic-element sources that can happen anywhere,
           | but some reasons that happen more in startups:
           | 
           | 1. Caring about the mission -- the real-world positive impact
           | -- and potentially able to make or break that. Not just
           | taking a shot at making money, for some opportunity cost that
           | I could evaluate quantitatively on a napkin, and walk away
           | from as soon as an option with a higher expected dollars
           | number came along.
           | 
           | 2. Livelihoods and investments of time&effort by colleagues
           | hinge to a large degree on decisions I make, ideas I have,
           | and things I have to pull off, and not wanting to let them
           | down. (A bit similar with money investors, but I care more
           | about personal connections, and involvements where it's not
           | just someone buying lots of lottery tickets.)
           | 
           | 3. Low "paychecks" for my HCOLA, at that startup and earlier,
           | so personally needing a big win financial exit, and the
           | startup is what I decided to invest my time&energy into. If
           | that fails, it's starting over, and a lot of wading through
           | various startup ickiness to get another good opportunity (or
           | doing FAANG interview BS, and then their promotion-chasing
           | BS).
        
           | Finbarr wrote:
           | Hiring, firing, layoffs, making the wrong decisions with
           | limited information and not finding out they were wrong until
           | years later, huge shifts in the tech market around you
           | undermining your business, competitor actions wrecking your
           | business, pressure from investors, pressure from your family
           | to earn more money, uncertainty about whether the business
           | will ever succeed, and an endless list of other things.
           | 
           | > You don't lose any money if your startup fails.
           | 
           | Except all the money you lost by not having a proper job
           | along the way. Also it's not uncommon for founders to float
           | the company at early stage until investment is raised, and
           | they don't always get a refund for this.
        
             | jboggan wrote:
             | Exactly. I quit Google in 2017 to work on a promising
             | start-up idea (generative AI chatbot for coding, a tad
             | early on that one) and ended up raising barely any money,
             | running up massive CC debt to finance cost of living and
             | GPUs, and taking a huge compounding opportunity cost to not
             | continue growing as a FAANG SWE (not to mention missing out
             | on the stock market run with the extra money I didn't
             | have). I spent the last several years paying off that debt
             | instead of buying a house or investing, etc. I'm massively
             | behind in earnings and net worth compared to my colleagues
             | who talk about their future startup idea but never struck
             | out on their own.
             | 
             | But I'm finally debt free and ready to risk my future yet
             | again on another startup.
        
           | boringg wrote:
           | I mean if you don't care about the company mission (if it's
           | mission based), you don't compare about your employees, your
           | word, you don't care about your time or care that you sold
           | people that you were going to take their money to build
           | something... then yes there might be no "personal" downside.
           | 
           | Though if you don't care about anything in the first place
           | what are you doing trying to build a company?
        
         | burutthrow1234 wrote:
         | > Please let us all know how that's working out for you in 5-10
         | years. 4 months in and no stress? Must be easy riding from
         | here!
         | 
         | Honestly VC-funded startups seem like a cake walk compared to
         | actually starting a small business. Your biggest challenge is
         | walking into a room full of rich dudes and schmoozing for your
         | pay cheque. If you fail you get acquired and get golden
         | handcuffs.
         | 
         | If you start a real business you can expect to take on debt,
         | and you'll be personally guaranteeing it because nobody cares
         | about equity in your boutique ice cream parlour. Plus a 5-year
         | lease (which you will also personally guarantee).
        
           | p_l wrote:
           | Running with VC funds? Oh god, that would be cakewalk
           | compared to even just figuring out how to ensure there's food
           | if you spend money on some necessities for prototype...
        
           | joenot443 wrote:
           | The most common endgame for a startup is slowly running into
           | the ground until the money runs out and you eventually shut
           | the doors. Failing your way into a happy acquisition isn't
           | really something to expect as a contingency, I don't think.
        
             | BeFlatXIII wrote:
             | Then use those five years to enjoy the fanciest office
             | equipment VC money can buy. Don't cry because it's over;
             | smile because it happened.
        
             | tmpz22 wrote:
             | The contingency isn't golden handcuffs its using one of the
             | hundreds of C-level connections you made as a Founder doing
             | sales and networking (and accelerator programs) to get you
             | a cushy gig as a Product Lead, Operations Lead, or similar
             | title with a strong paycheck and immediate authority.
        
           | WarOnPrivacy wrote:
           | > Honestly VC-funded startups seem like a cake walk compared
           | to actually starting a small business.
           | 
           | Make this about any brick/mortar businesses and the stresses
           | multiply by another factor. If they're in a federally
           | regulated biz (compliance) or an insurance dominated state
           | (rates, inspections), then multiply again.
        
             | burutthrow1234 wrote:
             | This is a comment about brick and mortar businesses, I
             | literally talked about having to personally guarantee a
             | multi-year lease in the post.
             | 
             | And yes, some businesses are even harder due to regulatory
             | requirements
        
           | mrkurt wrote:
           | Not that people with VC need defending, but:
           | 
           | Sure, if you magic up a startup with VC funds you suddenly
           | have it easier than a small, bootstrapped business.
           | 
           | Startups almost never start with a round of VC though. There
           | are almost always months or years of the same experience as a
           | bootstrapped business (ie: extreme uncertainty, no money to
           | pay yourself, etc).
           | 
           | Most startups don't manage to raise VC, and most startups
           | that raise VC fail with no acquihire.
        
           | boringg wrote:
           | I don't know why you are trying to make this a me vs them
           | situation. Both situations are difficult in different ways
           | and they are all real businesses.
           | 
           | "Your biggest challenge is walking into a room full of rich
           | dudes and schmoozing for your pay cheque." - Sounds like you
           | are trolling or alternatively incredibly naive.
           | 
           | "If you start a real business you can expect to take on
           | debt". ... Real business? Come on.
           | 
           | No one in this thread is saying starting a business is easy -
           | ice cream business is debt funded because you have a very
           | definitive range of outcomes. Venture funding is completely
           | different animal - failing to see that limits the value of
           | your comment significantly.
        
             | owlstuffing wrote:
             | > I don't know why you are trying to make this a me vs them
             | situation.
             | 
             | In terms of economic disparity it _is_ very much an us vs
             | them situation.
             | 
             | Consider the optics over the last 20+ years. The middle
             | class and their small businesses have been decimated while
             | former VC funded companies hoover up their futures on Wall
             | Street.
             | 
             | The level of risk involved starting an average small
             | business is much closer to home compared with a startup
             | seeking VC funding. The former can literally lose his
             | shirt, the latter has to settle for a high six figure
             | salary somewhere else.
             | 
             | Failing to see that limits the value of your comment
             | significantly.
        
               | boringg wrote:
               | This isn't a me vs them. Who is hoovering up the ice
               | cream futures? Different business model, different
               | businesses. Both are difficult. Being a founder of a VC
               | based company is difficult and being a builder of a
               | retail brick and mortar is difficult. It isn't zero sum
               | and both can exist in the same economy trying to make
               | this a Me Vs Them narrative is totally BS.
               | 
               | Making a wedge where there isn't one is disingenuous.
        
           | 6510 wrote:
           | I one time tried to do a normal startup with 20-30 owners all
           | financially liable. There are other challenges tho.
        
         | onlyrealcuzzo wrote:
         | Especially 5 years down the road when you own ~30% of a $100M
         | company - but you know there's a decent chance you'll walk away
         | with very little, if not nothing - while your peers are all
         | making ~$1M per year working 6 hour days at FAANG with a life
         | partner, maybe kids, and a sizable net worth that isn't going
         | away.
         | 
         | Sure, you've got a decent chance to rocket past them in wealth.
         | But they've got everything they really want. You might have
         | foregone your shot at a partner to build a company to mostly
         | profit someone else who did nothing but write you a check. If
         | you do have kids, you'll be old as hell raising them. All
         | you'll have is extra stuff hardly anyone cares about - except
         | maybe you - if you're the type of person chasing down a
         | decimillion net worth.
         | 
         | I hope these people truly enjoy their boats and their third
         | homes in Aspen! It sure is a lot of work to get them.
        
           | whynotminot wrote:
           | It's a shame you were forced to take on this burden and not
           | allowed to be a regular engineer like your peers.
        
             | Finbarr wrote:
             | Nobody is forced to become a founder. A lot of people are
             | naive to the sheer level of stress involved, and think it's
             | going to be easier than it actually is. You don't find out
             | just how stressful it is until you're already super
             | committed, have raised money, have employees, and there's
             | no easy way out without screwing a whole bunch of people
             | over.
             | 
             | Founders tend to only talk about the good things happening
             | at their companies, and tech press tends to focus on the
             | successes. These things contribute to more people starting
             | companies.
        
               | ipaddr wrote:
               | If you can't stomach screwing people over you shouldn't
               | be a CEO.
        
           | boringg wrote:
           | "Sure, you've got a decent chance to rocket past them in
           | wealth."
           | 
           | I might rephrase that as you have a non-zero chance. Odds are
           | not that high and certainly not decent.
        
           | icedchai wrote:
           | Or, based on examples I've witnessed, 5 years down the road
           | you own 20% of a $1M company because your forecasts were off
           | by an order of magnitude. You've gone through a couple down
           | rounds, where investors took at least 20% each time. You feel
           | obligated to your investors and employees, while there is
           | almost zero chance of walking away with anything.
        
             | htrp wrote:
             | One thing that is underappreciated in the startup mythos is
             | just closing up shop and trying again.
        
               | moneywoes wrote:
               | do investors allow that
        
               | tomrod wrote:
               | They don't control it.
        
               | Finbarr wrote:
               | That very much depends on the stage of the company and
               | how much control has been given up at different points.
               | Do you think the management team of a public company
               | could just decide to shut it down? As you raise
               | consecutive rounds, your control is eroded.
        
               | nlh wrote:
               | One of the greatest quotes I've ever heard from a founder
               | buddy was when his startup was going through a
               | particularly dark moment and struggling: One of the
               | investors said to him "Maybe you should seriously think
               | about shutting down and giving us our money back", to
               | which he replied:
               | 
               | "It's not your money anymore."
        
               | icedchai wrote:
               | Yeah, then the investors call a board meeting and bring
               | in a new CEO to provide adult supervision after a 2/3rds
               | vote. The give that guy more equity than you to keep the
               | ship afloat. "It's not your company anymore."
        
               | Finbarr wrote:
               | Your daily reminder of the importance of maintaining
               | board control.
        
               | flyinglizard wrote:
               | Not realistic to maintain control past A unless you built
               | a real rocketship. The board doesn't usually want to run
               | your company - they have enough other companies, some
               | evidently better than yours as they don't require this
               | intervention.
        
               | Finbarr wrote:
               | > some evidently better than yours as they don't require
               | this intervention.
               | 
               | I'm not sure where that's coming from.
               | 
               | Also plenty of companies out there have control past the
               | A.
        
               | FreakLegion wrote:
               | Most have voting control, subject to certain investor
               | veto powers, after the A. Very few have it after the B.
        
               | ishan0304__ wrote:
               | Can never happen, the guy who says that this ain't ur
               | money no more has made sure that investors know their
               | place on board, they r afterall just passive investors
               | who r spreading risks around, even wework a company that
               | has fucked up financials had to give their founder close
               | to a billion dollars just for stepping down, as long as
               | the founder is a majority stakeholder, he will always
               | remain in control
        
               | icedchai wrote:
               | I'm skeptical. It is rare for founders to maintain
               | majority control past series A. Unless you are very
               | successful, it doesn't happen.
        
               | golergka wrote:
               | Reputation is a thing. You might need investors in your
               | next startup.
        
             | throaway893 wrote:
             | >5 years down the road you own 20% of a $1M
             | 
             | What a horrible fate. They only got five years of salary
             | plus 200k extra. I'll include them in my prayers (just
             | kidding, I don't pray).
        
               | wordpad25 wrote:
               | They also probably worked many 100 hour weeks while they
               | could've earned more and worked a lot less with less
               | stress
        
               | rbranson wrote:
               | That's how risk works. The FAANG employee friends have
               | exactly a 0% chance at a 9-figure outcome. They'll easily
               | be at top decile if they pull a nominal $10M+ post-tax in
               | 20 years.
        
               | icedchai wrote:
               | Except the "$200K" is purely paper, and has an expected
               | value of closer to zero. Remember, common shareholders
               | are the last ones to get paid. Investors have preferences
               | and get paid back first (often with interest.)
               | 
               | Also realize you were probably forced to take a pay cut
               | and have a below average salary due to cost-cutting
               | measures from the board. We'll ignore the non-financial
               | problems, like tons of stress, complaining employees
               | demanding more equity because you couldn't give them
               | raises...
               | 
               | No, it's not a good situation.
        
           | foobarian wrote:
           | > making ~$1M per year working 6 hour days at FAANG
           | 
           | Can you say more on this? I didn't realize FAANG TCO was
           | quite that high. Maybe it's time to swallow some pride and
           | take the adtech money after all...
        
             | onlyrealcuzzo wrote:
             | The average SUCCESSFUL founder is in their earlier 30s. At
             | that point - you should be at least L4 (probably L5) at
             | FAANG. Salaries are about ~$450k at that level and age.
             | 
             | In 5 years, if you work even a fraction of as hard as you
             | need to be a successful founder, you should be L7 -
             | salaries are usually >$800k at that point.
             | 
             | No, it is not like any average slacker straight out of
             | college in 5 years can get to a $1M salary at FAANG. But if
             | you're the type of person that could successfully grow a
             | company to a multi hundred million valuation in 5 years -
             | you can make $1M at FAANG.
        
               | kolbe wrote:
               | Those aren't entirely overlapping skills. There are
               | plenty of founders whose attitudes and generalist skill
               | sets make them unhireable in the management ranks of
               | FAANG.
        
               | dclowd9901 wrote:
               | Big caveats on these numbers:
               | 
               | 1. You'll have to be located in SF or Seattle.
               | 
               | 2. Going from L5-L7 is _not_ trivial. It requires a
               | somewhat miraculous combination of being on a productive
               | team with a good boss, a lot of opportunities for showy
               | work and your own gamesmanship around corporate politics.
               | 
               | Is it possible? Sure. But in my short stint at Amazon, I
               | met a lot of people who should have been higher level and
               | were simply not due to missing one of these factors.
        
               | onlyrealcuzzo wrote:
               | > Going from L5-L7 is _not_ trivial
               | 
               | It is trivial compared to growing a company successfully
               | from $10M valuation to $100M valuation + an exit.
        
               | dclowd9901 wrote:
               | [citation needed]
               | 
               | Frankly, many more aspects of trying to grow your career
               | from l5-l7 are out of your hands than they are when
               | you're at a startup.
        
               | onlyrealcuzzo wrote:
               | The vast majority of startup success is luck...
               | 
               | There are literally thousands of people going from L5-L7
               | at the major tech companies per founder successfully
               | exiting a >$100M company.
        
               | sandclock wrote:
               | Thousands, you say? [source missing]
        
               | smcin wrote:
               | > _2. Going from L5-L7 ... a lot of opportunities for
               | showy work and your own gamesmanship around corporate
               | politics._
               | 
               | Can you say more about that?
        
               | dclowd9901 wrote:
               | A lot of the FAANG companies (all?) have promotion
               | processes that are basically a combination of both peers
               | and managers strongly pulling for your promotion. It
               | often takes a few years just to end up on people's
               | radars, and that's a few years of delivering lots of high
               | visibility work and doing lots of tech talks and other
               | sort of corpo-social tasks to get your name out. In a lot
               | of ways, it's like you're constantly applying for a new
               | job.
        
               | smcin wrote:
               | I meant say more about the gaming the politics part, not
               | so much the showmanship and self-promotion part. Say
               | there are several people who meet the criteria to get
               | promoted, which ones tend to get it and which not, based
               | on which political behavior?
        
               | dclowd9901 wrote:
               | Tends to be the one with more friends. That's pretty much
               | it. That's the politicking.
        
               | smcin wrote:
               | Allies, not friends. In that sort of environment, what
               | sort of things get you allies? other than what you
               | mentioned. For example when you say gaming the process,
               | how to approach reviews?
        
               | Thorrez wrote:
               | levels.fyi says Google L4 in the Bay Area is 306k total
               | comp on average.
               | 
               | https://www.levels.fyi/companies/google/salaries/software
               | -en...
        
               | foooorsyth wrote:
               | >you should be L7
               | 
               | The distribution of the ladder is logarithmic. Most never
               | make L6. L5 is often terminal level IC without any "up or
               | out" obligations. Lots of people spend a long time at L5
               | and retire.
        
               | Xcelerate wrote:
               | > But if you're the type of person that could
               | successfully grow a company to a multi hundred million
               | valuation in 5 years - you can make $1M at FAANG.
               | 
               | Disagree. Totally different skill sets. Not saying there
               | is no correlation at all, but probably less than one
               | might think.
        
               | hector_vasquez wrote:
               | The average L5 SWE salary at Google in the SF Bay Area is
               | $215,000 [1].
               | 
               | 1. https://www.levels.fyi/companies/google/salaries/softw
               | are-en...
        
             | kilbuz wrote:
             | You don't start there, but you can get there as you level
             | up. A lot of that would be because the stock on your RSU
             | grants goes up while you work there though. I don't think
             | many SWE have 7 figure targeted comp (highest levels, yes).
             | But plenty get there with refreshers and stock
             | appreciation.
        
               | kolbe wrote:
               | Explain the math on leveling up. Each year, Meta hires
               | more Jrs than there exist L7+'s at the entire company.
        
               | throwaway-blaze wrote:
               | Many people top out at a lower level because they don't
               | play corporate politics games or because the L7s aren't
               | moving on, so there's no real room for promotion among
               | the L5s and 6s.
               | 
               | Microsoft in the Ballmer years (early/mid 2000s) had this
               | problem. Promising L65/L66/L67 (probably equiv to L5/6 at
               | AMZN) would leave because the next step was full. All the
               | "partners" were hanging around and not making room for
               | the next gen of leaders.
        
             | gopher2000 wrote:
             | See levels.fyi. The pay levels for FAANG companies are
             | fairly accurate. But you'd have to be something like L7/E7
             | level at a Meta/Google to break $1M.
             | 
             | Also note that some comp numbers get heavily inflated by
             | people incorporating stock value increasing between the
             | equity was first issued and the stock actually vested.
        
           | dasil003 wrote:
           | Yeah I feel like successful founders natural ambition and
           | optimism is sort of weaponized against them by the VC
           | industry here. From a VC perspective it's worth playing the
           | odds for moonshots. As a founder though, if you can create a
           | $100M company that you own 30% of, you can probably create a
           | $20M company you own 70% of with a much more realistic and
           | sustainable growth targets.
           | 
           | I can't help but feel this would be better for the founders,
           | the employees and the customers of the company. It just
           | doesn't make as much sense for the investors.
        
           | throaway893 wrote:
           | You are completely detached from the real world. Even in
           | super rich countries like the US there are a lot of people
           | without savings, living paycheck to paycheck. Most/all
           | software engineers outside the US can only dream of ever
           | earning that much money. And yet here you are, worrying that
           | you'll end up only slightly richer than people earning ~$1M
           | per year.
        
             | RhodesianHunter wrote:
             | I don't think you fully understand the context in which
             | this was written, but you probably should before passing so
             | much judgement.
        
             | Thorrez wrote:
             | >And yet here you are, worrying that you'll end up only
             | slightly richer than people earning ~$1M per year.
             | 
             | onlyrealcuzzo is comparing 2 things:
             | 
             | * Being a founder and working mega hours and having no life
             | (e.g. no spouse or kids) and having a decent chance of
             | losing most of your money as the company fails.
             | 
             | * Working at FAANG and making a lot of money while not
             | having to work too much.
             | 
             | onlyrealcuzzo is saying the second option is better.
        
             | chinchilla2020 wrote:
             | You're saying joining a startup is going to result in
             | success?
             | 
             | Talk about detached from reality.
             | 
             | A 30k job at a local dev shop in Poland is going to reward
             | you more than most startups in the US.
        
           | dclowd9901 wrote:
           | Ok, please argue in good faith here. Maybe 1 or 2 people who
           | aren't executives are pulling in that kind of money from
           | FAANGs.
        
             | wordpad25 wrote:
             | If you're CEO at a $100MM company, your peers ARE
             | executives at FAANG
        
             | rbranson wrote:
             | Incorrect. See: https://www.levels.fyi/companies/facebook/s
             | alaries/software-...
        
               | dclowd9901 wrote:
               | I was under the impression we were talking about ICs here
               | -- your link shows that an upper-middle IC that you'd
               | expect to be choosing between early startup or FAANG will
               | see something around 450 a year, which tracks much closer
               | to what I'd expect.
        
               | gopher2000 wrote:
               | You said 1 or 2 people who aren't executives. There's way
               | more than 1-2 E7s at Meta, as an example.
        
           | chucksmash wrote:
           | s/deci/deka/
        
           | seansmccullough wrote:
           | > while your peers are all making ~$1M per year working 6
           | hour days at FAANG
           | 
           | Unless you are a manager, in which case you are working more
           | like 12 hour a day.
        
           | Thorrez wrote:
           | >while your peers are all making ~$1M per year working 6 hour
           | days at FAANG
           | 
           | I highly doubt ALL your peers are making that much. And I
           | think the people making $1M per year at FAANG tend to work
           | much more than 6 hour days. You have to be very productive to
           | get $1M per year.
        
             | smokel wrote:
             | The "Four Yorkeshiremen" sketch by Monty Python always
             | lightens my mood when this kind of bragging comes up.
        
           | algobro wrote:
           | Sir if you live in USA and do not take a dip into the VC
           | money swimming pool, you are stupid, because crazy people
           | with stupid ideas routinely get to $100 Million valuations,
           | like no other place on earth.
           | 
           | Its like going to Disney Land and saying "Oh i'll just sit at
           | the coffee shop". Some people are here for the ride. Some
           | people like the 9 to 5. Like you, obviously. Why dont you go
           | start corporate-drone-news.org, this board is for hackers and
           | founders.
        
             | alexvitkov wrote:
             | I don't mind the shit take, but please don't use
             | underscores in your domains.
        
               | algobro wrote:
               | Good catch, fixed.
        
           | ditonal wrote:
           | You're obviously overstating the FAANG SWE lifestyle.
           | 
           | But beyond that, it's interesting you picked FAANG SWE and
           | not startup SWE as the basis of your comparison.
           | 
           | The whole premise of the article is that startup employees
           | are often sold a bag of goods about equity and upside that's
           | simply a terrible deal. Not terrible in the sense that it's
           | highly risky, but that it doesn't even come close to
           | compensating for that risk premium. Its sold as FAANG is low
           | risk medium upside but startup SWE is high risks high upside
           | but really its extreme risk and almost no upside because VCs
           | find dozens of ways to carve it out. And people will say
           | startups pay "market" compensation but they almost always
           | mean base salary only, and the equity is such a horrible
           | deal, it's borderline fraudulent scam on the part of founders
           | to sell startup employees on the equity as a fair deal.
           | 
           | As an aside, when people think SWEs don't need unions/
           | professional associations, they think of teachers unions or
           | autoworker unions where pay is standardized on seniority.
           | Instead, we could have something where our lawyers in our
           | camp could review equity terms and we could collectively
           | advocate for things like liquidity deals. That will never
           | ever happen if you only trust the deals the VCs and founders
           | offer.
        
             | Finbarr wrote:
             | Let's not forget that FAANG companies were all startups at
             | one point. Early employees at those companies experienced
             | significant upside. Startups can be very high risk, and in
             | rare cases, extreme upside.
        
               | ditonal wrote:
               | This is the "startup myth" that lets the scam perpetuate.
               | 
               | The world has changed. Google IPOed just a few years
               | after it founded. Now Stripe, objectively one of the most
               | successful startups ever, still hasn't IPOed after 15
               | years.
               | 
               | Liquidity preference Dilution
               | 
               | Even the F in FAANG had a major movie made about early
               | employees getting shafted by dilution!
               | 
               | FAANG is 5 companies founded a long time ago. Since then
               | VCs have completely rewritten the rules of the game. But
               | they'll still point to extreme outliers in the old rules.
               | The fairy tale of the Google masseuse has probably cost
               | tens of thousands of engineers millions in compensation.
               | 
               | You need to get things in writing and do the math and
               | startups make it as difficult as possible to do that and
               | then the math never adds up. So they resort to fairy
               | tales.
        
               | Finbarr wrote:
               | Many huge private companies, like Stripe, have found ways
               | to provide liquidity to their employees without going
               | public, e.g., through tender offers. Some more recent
               | examples of companies where early employees did very well
               | would be AirBnB, Coinbase and DoorDash.
        
               | ditonal wrote:
               | Early executives at those companies did very well. Early
               | employees did well, but risk-adjusted , not really. I
               | know people who were fairly early at those companies and
               | they own nice SFH in the Bay Area but they're still
               | working as Directors or whatever.
               | 
               | Consider that if you could make 400k (including liquid
               | stock) in compensation at FAANG but you take 180k at the
               | startup, you're basically betting 220k a year on the
               | company. Except unlike any other company you bet 220k on,
               | you won't get a board seat, you won't get access to key
               | metrics, your influence will be dominated by "real"
               | investor's influence.
               | 
               | If your NW is less than 10M, which presumably it is,
               | anyone who's heard even heard of the words "Kelly
               | Criterion" would tell you your nuts for betting 220k a
               | year on one startup. And yet, you get treated like "an
               | employee" and not like "an investor" for taking that
               | insane risk.
               | 
               | So YC has invested in 5000 companies, and you can name 3
               | that had top-notch outcomes, thats 0.06% success - and
               | you had to work like a dog to realize it! And that money
               | was locked up. Those same early employees could have
               | taken that $220k/ year, put it on Bitcoin or Apple stock,
               | and retired off that. And Bitcoin and Apple were much
               | easier "picks" than an given startup.
               | 
               | The math simply does not add up and the whole system runs
               | off mystique and naivety. And I've worked at startups
               | that gave me a hard time about asking about outstanding
               | shares, about asking about the cap table, about asking
               | about liquidation preference. This is _critical_
               | information before you invest a significant portion of
               | your life and net worth on a company and that they're
               | guarded about and it should raise the ultimate alarm
               | bells that they don't fall over themselves to explain
               | every part of it.
               | 
               | There's a bunch of propaganda out there "Explaining ISOs,
               | written by a16z" that's a smoke screen of the truth. The
               | math does not add up.
               | 
               | The dream startup employee is really really good at
               | Transformer architectures and really really bad at
               | personal finance. Fortunately for startups, a shocking
               | amount of these people exist. But it doesn't change that
               | if sharp financiers looked at employee equity packages at
               | startups objectively, every single one would agree it's a
               | scam deal.
        
               | Finbarr wrote:
               | First of all, we're on the same page about the risk
               | profile of working for larger companies being better for
               | employees. But the reality is there aren't enough of
               | those jobs for every single startup employee out there to
               | get one. Some people also like the startup environment -
               | move fast and break things, etc.
               | 
               | Your denominator (5000) is _all_ investments that YC has
               | made. You need to look at investments of a certain
               | vintage, e.g., 10 years or more. You also need to include
               | all the other companies of that vintage where employees
               | did well (way more companies in that cohort have sold or
               | gone public). The result is 0.06% is a gross
               | understimation of the success rate (where success is
               | defined as successful enough for early employees to make
               | a lot of money).
        
               | earnesti wrote:
               | If you can get that 400k FAANG job, take it, for ducks
               | sake. Not everyone can, and for some of them the startup
               | deal can be quite OK.
               | 
               | People who can get 400k job at FAANG should be smart
               | enough to avoid shitty startups. Looks like they aren't,
               | based on these comments.
        
               | wbl wrote:
               | Ex ante it's hard to tell what's shitty and what isn't.
               | Remember some VCs also got fooled by it!
        
               | whiplash451 wrote:
               | Can you please explain in what way VCs have completely
               | rewritten the rules? Asking genuinely.
        
               | JakeTheAndroid wrote:
               | I don't agree it's a myth. Is it an extreme risk? Yes, of
               | course. Do people view the risks to be way too low? Yes.
               | But I worked at Cloudflare pre-IPO, got shares at 1.73,
               | and at one point CF was at 200 a share. That was more or
               | less what I was "promised" from the equity.
               | 
               | Stripe is one example of a successful startup not going
               | public, but there are tons of startups that are going
               | public. And there are many startups that wish they could
               | go public, but they simply don't have the finances or
               | business to do so.
               | 
               | I don't think VCs changed much from when Google went
               | public until COVID. We were seeing massive overvaluations
               | of tech companies for years. Once through 2020, VCs got
               | scared and now the landscape is a bit different. But the
               | AI craze has started to get VCs back out of their shells
               | taking bets on risky projects.
               | 
               | So, yeah, idk what I agree with this assessment. At least
               | it's not been my experience in tech over the last 8+
               | years.
        
               | gopher2000 wrote:
               | The argument that a startup _could_ be the next FAANG is
               | anchored in lottery-like odds.
        
               | chinchilla2020 wrote:
               | The expected value of startup equity is far, far, far
               | below a casino. The ON bet at a craps table is 50% odds.
               | Less than 1% of startups survive.
               | 
               | You might as well go to the casino. You will save years
               | of sweat, heartache, and stress-induced mental decline.
               | 
               | Instead at a casino you get to blow your money quickly,
               | enjoy fun, free drinks, and still have the upside
               | potential to become super rich if you are in the 0.000001
               | luck percentile.
        
               | Finbarr wrote:
               | At an early startup, your execution has a meaningful
               | impact on the outcome. This isn't true for craps. It may
               | be for poker, though.
        
             | jakjak123 wrote:
             | This 100%. Really the only reason to work at a startup as
             | an engineer is if you really want to, because everyone pays
             | low and the tiny bit of equity is essentially worthless in
             | 99% of cases, which gives it a very low value.
        
               | nirvdrum wrote:
               | And, if you exit the company -- either voluntarily or
               | involuntarily -- you often only have 90 days to exercise
               | your options. If you've gotten laid off, eating into your
               | savings while searching for a job is a pretty risky
               | proposition. If you have an appreciable amount of equity,
               | that bill can be rather high. Then there's AMT. Many end
               | up letting the options expire. So, taking that pay cut
               | for equity really didn't work out -- you had less money
               | to exercise the options and because you couldn't, the
               | option portion of your compensation was effectively
               | clawed back.
               | 
               | I very much appreciate the startups pushing to extend the
               | exercise window out to 5 - 10 years, but that's far from
               | the norm. I've debated this with a couple of investors
               | and their stance is if you leave the company then you're
               | not committed enough and shouldn't receive anything. I
               | think that's quite debatable, but that's certainly not
               | the case when folks are laid off. And we commonly discuss
               | people thriving in one particular phase of a company. If
               | you're not in that phase, it's no good for either the
               | company or the employee to continue the relationship just
               | to defer having to exercise options.
        
               | Finbarr wrote:
               | The 90 day exercise window is the most obviously broken
               | thing about startup equity in my opinion. We changed this
               | to 5 years at Shogun.
        
             | earnesti wrote:
             | > high risks high upside but really its extreme risk and
             | almost no upside
             | 
             | Extreme risk? Some startups pay fair salaries.
             | 
             | I don't think startups are that risky (unless you start
             | putting money into them, that is a suckers deal). Or if you
             | work for free, what you naturally should not do. Not
             | everyone can get a FAANG job so it is not very clear
             | alternative.
             | 
             | If you get paid a slightly below market rate and get some
             | worthless equity, what's the big deal? You can always quit
             | any time and change to a corporate career. It is not an end
             | of the world.
        
           | slashdave wrote:
           | > there's a decent chance you'll walk away with very little
           | 
           | Well, some founders care about their employees and their
           | idea, and the idea of the start up failing is much more than
           | just money.
        
           | Oras wrote:
           | Your comment suggests people making 1M in FAANG and somehow a
           | stable job. Did you hear about the thousands of layoffs in
           | recent years?
        
           | mgfist wrote:
           | Yes but that's still better than early employees who share a
           | lot of the stress and responsibility of company building,
           | with at best 10% of the upside, but more likely around 0.1% -
           | 1% of the upside that the founder has.
        
         | dclowd9901 wrote:
         | Correct me if I'm wrong, but my perception of most startups at
         | series A is that they're not usually more than ten-ish
         | employees, and even then, you'd expect more balanced comp
         | packages for employee number 11+, no?
        
       | jmward01 wrote:
       | I was mentally, physically and emotionally worn out when I left
       | my previous startup after being an early employee. Despite that I
       | really wanted to stay and be part of what my friends and I were
       | building. Had I had the chance to 'de-risk my life' with some
       | equity to replenish my empty bank account, which was empty from
       | taking an early employee salary, I may have been able to stay but
       | in the end I had to get out.
       | 
       | Getting out for an early employee after funding rounds is
       | expensive because buying options can hit you with massive tax
       | bills on top of the cost of buying the options. Worse, the stats
       | aren't great for a chance on return. Your lotto ticket gets
       | expensive and risky as soon as you decide to leave.
       | 
       | Articles like this one hammer home more and more to me how little
       | VCs actually value early employees. Paying out founders to stay
       | is a strategic move. Keeping them is worth it because they are
       | the face of the company and turmoil at that level hurts their
       | payout. Burning out early employees is not a concern because you
       | can just swap them without drama. In fact, with the way options
       | are structured and the 'industry wisdom' to hold off purchasing,
       | it feels like a strategic move to burn out early employees since
       | many employees that are forced out often can't even buy their
       | options. They are left with nothing after all that work and risk.
       | From a purely cynical view this is a great thing for VCs since
       | now the company got all the benefit of an early employee and just
       | lost all the costs.
       | 
       | I don't know about the other three points, but I can guarantee
       | you point 1 of 'right sizing perceptions' is wrong.
        
         | FlyingSnake wrote:
         | I'm really sorry to hear about your burnout, I hope you've made
         | a recovery and are at a better place now.
         | 
         | I thought it was the prevailing wisdom here on HN that being
         | the first employee almost always is bad for the employee.
         | You're right, the cards are stacked against them
        
           | jmward01 wrote:
           | Much better now actually, thank you.
        
         | CalChris wrote:
         | If you were early, why didn't you purchase your options and
         | file an 83b?
        
           | yieldcrv wrote:
           | requires having cash to tie up indefinitely, privilege alert
           | 
           | we did this on our crypto token grants though. once we
           | realized we can play with the prices much more than with
           | securities and that vesting isn't standardized by any law, we
           | granted ourselves deeply discounted tokens in a vesting
           | schedule of like 3 months, the whole grant being a couple
           | hundred dollars and launched the token the next day. mailing
           | the IRS the election was beautiful.
        
             | novok wrote:
             | If your early enough (like seed stage), it's like $300 for
             | %5.
        
           | throwawaythekey wrote:
           | I'm not the GP but was one of the first engineering hires in
           | a startup. In my case I got caught in the cross-fire of one
           | of the co-founders backstabbing the other which meant that by
           | the time we closed the series A I had been diluted by 80%. To
           | 'make this up to me' the company gave me a new grant that
           | would counter the dilution. The downsides were that this
           | restarted the vesting clock and the new options would cost a
           | year worth of savings to exercise - this was much more than
           | the few hundred dollars my original grant cost.
           | 
           | Fast forward four years of toil with multiple cycles of
           | doubling and then halving headcount as well as endless
           | leadership changes. We are now on our fourth CTO in as many
           | years. On the upside things are starting to look up! The
           | newest sales team have worked out how to sell the original
           | product we built, not the bells and whistles we pivoted to on
           | the wisdom of the overpaid CPO. We can now celebrate as we
           | have about a year's worth of runway and can confidently
           | project being cash flow positive in about six months.
           | 
           | The new ex-FAANG CTO earning three times as much as anyone in
           | the original team has great news! As a result of the positive
           | development we are now able to hire an extra development team
           | in South America! This shouldn't cost us too much and they
           | can start on the next greenfield effort. The existing
           | developers need not worry about being replaced as the
           | existing team has all of the experience with the money making
           | side of the business, and besides the new devs will be
           | working on a parallel offering anyway.
           | 
           | Four weeks later and we've onboarded two offshore devs. The
           | VCs have demanded we cut our burn rate and my position is
           | being made redundant. I have 90 days to exercise but my
           | options are underwater, both when compared to the funds we
           | raised a few months ago and also the FMV. Essentially to buy
           | them now I would be worse off than someone walking straight
           | off the street.
        
         | lumost wrote:
         | This is the model, you can see a lot of early stage founders
         | looking for a "founding engineer" which is really just an
         | excuse to pay founder salaries for 1% of the company rather
         | than 50%. If the founding engineer quits without buying their
         | options, then the founding team recoups the 1% equity. Its a
         | recipe for the founding engineer to be burned out and pushed
         | out.
        
           | xandrius wrote:
           | What if they give 1-2% and good market rate salary (~200k/y)
           | to a founding engineer? Is that still a bad deal?
        
             | halgir wrote:
             | If the salary is market rate for that person, I suppose
             | it's by definition a fair deal. I've seen startups hire
             | "founding xyz" two years after they started. Looks to be a
             | vanity title in many cases.
        
               | dchftcs wrote:
               | Total comp needs to be market rate, not just salary. And
               | non-preferred shares should be valued lower than
               | preferred stock. Lumping non-preferred shares with
               | prefereed shares is one of the bigger lies startups tell
               | employees.
        
             | jonathankoren wrote:
             | Yes. Because you're literally the same as the founder, but
             | getting waaaay less equity.
             | 
             | First employee is always a sucker
        
               | xandrius wrote:
               | But you're getting paid a good salary for many while they
               | probably might not. Also I'd be sleeping well at night as
               | I can jump ship the second I'm not happy, my reputation
               | won't be tarnished by that.
               | 
               | So I am not sure it's that easy.
               | 
               | Of course, the idea is to keep the same work/life balance
               | one would have at a more established company.
        
               | jonathankoren wrote:
               | It is that easy. Employee 1 is getting paid below market.
               | That's why they offer 0.9% equity. Meanwhile, the
               | founders are also getting paid. No one is working for
               | free. One of the first things VCs tell you is to make
               | yourself comfortable so you can concentrate on the
               | company. That's literally one of the reasons why VCs tell
               | founders to sell equity early, to make up for lost
               | income, while Employees 1+ has to ride the rocket into
               | the ground.
               | 
               | It's Baby's First Labor Exploitation.
        
             | nevir wrote:
             | Having been in this exact position multiple times now (once
             | quite successful, others not), you should probably consider
             | it a wash.
             | 
             | Unless the company hits unicorn AND your shares become
             | liquid (secondaries don't count--you generally won't be
             | able to sell enough shares to make a meaningful dent),
             | you'd make just as much or more at a FAANG firm with way
             | less risk.
             | 
             | Of course, I say this while not at a FAANG firm, because I
             | prefer startup type work.
        
               | xandrius wrote:
               | Yeah but I don't think it's fair to compare salaries to
               | FAANG firms, as they are extreme outliers (and not really
               | good companies).
               | 
               | So you would get paid like at another company but get
               | equity on top and it's not a good deal? How comes?
        
               | jjav wrote:
               | > So you would get paid like at another company but get
               | equity on top and it's not a good deal? How comes?
               | 
               | If it were truly market rate (total comp not just base
               | salary) then sure, it's a good deal. How likely are you
               | to find that in an early startup? It must be pretty close
               | to zero percent chance. But if you find it, sure, it's
               | good.
               | 
               | You'll still work harder and be more stressed but it'll
               | be a different learning experience which is always nice.
        
               | eschneider wrote:
               | A lot of it comes down to management/team quality. Do you
               | want to spend an awful lot of time with these folks? Do
               | you think you'll learn from each other? Do these folks
               | seem to know what they're doing and are the building a
               | product that interests you? If you can say yes to most
               | (all?) of those questions, then all-in-all, it's probably
               | a wash. If not, run.
        
               | zaptheimpaler wrote:
               | Depends on the options available to the candidate.
               | Typically someone joining a startup very early probably
               | has the skill to get FAANG salaries with less stress and
               | more free time. There are also hundreds or thousands of
               | mid size companies that pay very well nowadays, its not
               | just FAANG.
        
               | xandrius wrote:
               | Yeah but smaller startups might be more open to non-US
               | applicants, FAANG and other more established companies
               | don't seem to be interested in hiring abroad.
               | 
               | That's what makes the early startup scene the only thing
               | available for some.
        
               | cherryteastain wrote:
               | How come? Most large companies have big legal/HR
               | departments that are very efficient at the whole visa
               | application process. A small company won't have that
               | expertise/staff. I mostly see startups being more
               | concerned about the visa status of applicants.
        
               | xandrius wrote:
               | Remote + non-US is not as welcoming, so the hurdles are
               | way higher as it's not fitting the usual way. While
               | startups have no prior experience anyway, so it's easier
               | to convince 1-2 people instead of changing a whole system
               | (I believe).
        
               | lumost wrote:
               | Most early stage companies turn out to be poor companies
               | for employees. Long hours, toxic leadership, unclear
               | roadmaps etc. Working at a small firm doesn't guarantee
               | high quality.
        
             | petesergeant wrote:
             | Market salary with stock upside plus the chance to level up
             | a job title has potential to be a great deal
        
               | xandrius wrote:
               | Yeah, that's my thought too. Many companies give ~$200/y
               | for way less upward mobility, impact and voice, and
               | without any equity.
               | 
               | Maybe you'd lose our on some tiny perk/benefit but that's
               | not always the case.
               | 
               | So I'm not seeing what's wrong with this deal with the
               | only caveat that the engineer has the experience not to
               | overwork/burn out.
        
               | lumost wrote:
               | It depends on the role and company, if you want to get
               | paid 200k per year for the opportunity to do X - then
               | sure. In practice, you may end up doing basic work at a
               | lower quality than a large firm. Such experience doesn't
               | translate the up-leveled title to a more standard
               | position.
        
               | geepeeyoudata wrote:
               | >> So I'm not seeing what's wrong with this deal with the
               | only caveat that the engineer has the experience not to
               | overwork/burn out.
               | 
               | The startup can go bankrupt any moment, thats a big deal.
               | You get crappy perks, often poor benefits.
        
               | cruffle_duffle wrote:
               | And at a large corp you can get laid off just as easily.
               | Any business can toss you out at a moments notice. It's
               | not unique to startups.
               | 
               | At least with a startup you are going into it knowing
               | that you have a higher probability of thing going south
               | financially. With a big company, you might not get any
               | warning at all.
        
               | closeparen wrote:
               | Leveling up seems like a good reason for someone who's
               | stagnating at a bigger company. My experience is startup
               | people want to recruit their most respected former
               | colleagues, who by virtue of being respected are also
               | getting promoted in place.
               | 
               | Titles obviously don't transfer back to big companies, we
               | had plenty of ex-cofounders and CTOs hired into the same
               | junior roles as anyone else who could LeetCode.
        
             | extr wrote:
             | I was recently faced with this exact offer at seed stage vs
             | a series B with a similar salary. YMMV but what I found
             | when I ran the numbers is the series B offer had a lottery
             | ticket with a similar risk/reward profile to the seed
             | stage. Of course I got less total equity, but it was way
             | more likely to ever actually materialize. Plus being
             | employee 80 at a Series B is a lot easier.
        
             | geepeeyoudata wrote:
             | >> What if they give 1-2% and good market rate salary
             | (~200k/y) to a founding engineer? Is that still a bad deal?
             | 
             | OR....you could just become a founding engineer by actually
             | founding and keep 90% of the equity. You can get that
             | salary with an equity raise, its worth not being the low-
             | person on the totem pole.
        
               | xandrius wrote:
               | That's forgetting what a founder actually has to do and
               | worry about.
        
               | blitzar wrote:
               | Advertise for a founding CEO and offer them 1-2%.
        
           | matthewsinclair wrote:
           | This reminds me of how I have seen a few asks lately for
           | roles where a company is looking for a CTO for their "AI
           | startup". How an "AI startup" (whatever that might actually
           | mean) can _start up_ without a CTO is beyond me, and raises
           | some very big red flags about what that company might be up
           | to.
        
             | rimeice wrote:
             | Founding "CTO" might be more suited to a "Head of Research"
             | role as the company grows beyond a few engineers.
        
             | dcow wrote:
             | It's not necessarily a red flag. Sometimes the founder/CEO
             | is technical and decides to solo it with hired engineers
             | until not having a real CTO is a flight risk, or until
             | they're too busy to be contributing code anymore, or both.
        
               | matthewsinclair wrote:
               | That is fair, assuming the CEO is technical, or technical
               | _enough_. However, I see a lot of non-tech CEOs trying
               | this on and in those cases, it is a red flag for me.
        
               | p1esk wrote:
               | With cofounders it's fairly typical for one to be
               | technical and the other business savvy.
        
             | captaincaveman wrote:
             | Mostly someone has a Phd and convinced people to give them
             | money to 'change the world', then need someone who has
             | actually built things beyond a script in a python notebook.
        
               | matthewsinclair wrote:
               | Gosh. So much this! The difference between the "average"
               | PhD graduate in data science and the "average" software
               | engineer with genuine experience delivering production
               | software that people use at scale is quite something. I
               | have nothing against data scientists, but in the same way
               | that I wouldn't get a software engineer to build a
               | complex model (above a certain level of complexity),
               | neither would I get a data scientist to build a
               | production app (above a certain level of scale). Both of
               | these things are specialist activities that require a lot
               | of experience, wisdom, and nuance to get right. Being
               | good at one does not (necessarily) mean you will be good
               | at the other.
        
             | throwAGIway wrote:
             | That's simple - they find a CTO.
             | 
             | The really hard thing is marketing and closing big clients.
        
               | matthewsinclair wrote:
               | This is true, but it also depends.
               | 
               | There are a lot of "tech businesses" that are actually
               | using pretty pedestrian tech. What they are _actually_
               | doing is business model innovation with an underlying
               | tech platform. Often, that tech platform can be commodity
               | or relatively simple tech. There are other startup
               | propositions, though, where the tech _is_ the thing, and
               | if you get the tech right, then some of those other
               | things end up being secondary (not irrelevant, of course)
               | just not primary. This is assuming that you really have
               | punched a hole thru the door with some amazing deep tech
               | breakthrough, which not every company is doing, contrary
               | to what they may claim.
               | 
               | There is a YouTube video [0] (which goes back to 2019)
               | that does a pretty good job of making this point. Well,
               | much better than I can.
               | 
               | To be fair to your original point: you're right that
               | marketing and sales are hard. I'm just adding the
               | subtlety that there are some tech businesses where the
               | tech is _also_ hard, and perhaps even harder.
               | 
               | [0]: https://www.youtube.com/watch?v=C1DlZWfI6rk&ab_chann
               | el=YComb...
        
               | throwAGIway wrote:
               | I don't think we disagree. There are definitely deep tech
               | businesses that are very hard to pull off.
               | 
               | My point is - asking "how did they do it without a CTO"
               | is weird, they are hiring a CTO to do it, and they're
               | bringing their business experience and funding - valuable
               | stuff that a tech guy probably finds annoying. The number
               | one suggestion on this forum is to sell before building
               | and when somebody does it, users get wide eyes?
        
               | matthewsinclair wrote:
               | I guess it comes down to what "it" is. My sense (and this
               | is just a personal orientation) is that if a CEO came to
               | me and said, "Hey, I need a CTO for this new business I'm
               | building", the very _next_ thing they say is really
               | important.
               | 
               | If it is a) "Right, I've had this braingasm, and you need
               | to build it, and for the privilege, you get 5% of the
               | company!" versus b) "Right, I've had this idea, done some
               | market validation, lined up our first 3 customers, and
               | now we need to do some technical feasibility and put a
               | team together to build this, and as CTO, I need a 50/50
               | founder, what do you say?" then I will pick b) over a)
               | every time.
               | 
               | To be fair, those scenarios are cartoons on purpose, but
               | I just wanted to make the point by highlighting the
               | extreme cases.
               | 
               | As far as "sell before you build" goes, I think that
               | really does depend on the problem you're solving. If it's
               | a tech-powered business model innovation (where the tech
               | is a commodity), then we are in 100% agreement. If the
               | tech is a bit trickier and you need to show something
               | special before funding (let alone clients), then I take a
               | slightly different tack.
               | 
               | I'm not sure I get the last point about wide eyes, but I
               | suspect it's immaterial to the bigger point.
        
               | sponaugle wrote:
               | Interesting... My initial reaction about the startup
               | looking for a CTO was the same as yours. I was a founder
               | and CTO, so it seems odd that you would not already have
               | that in the mix... however I can see how there could be
               | an idea, a market, a sales strategy, and a tech idea
               | without the actual tech. In that case you would need to
               | find a CTO to build that tech.
               | 
               | Of course the real gotcha is that there is no 'idea,
               | market, sales strategy' that will be perfect, and the
               | work is finding out where those ideas are wrong and
               | fixing them. The lessons from my successes and failures
               | says it is only worth doing that as a founder, because
               | the failure risks are both high and unpredictable. Time
               | is expensive, so spend it where there is both risk and
               | reward, not just risk.
        
             | closeparen wrote:
             | The AI technology consists of templating out ChatGPT
             | prompts.
        
           | extr wrote:
           | I recently applied to a seed stage YC company that was
           | offering me 1.5% equity for a founding eng role which they
           | felt was generous. So basically I get to do all the work for
           | like 1/50th of what the founder has? Get real lol. I even
           | pointed this out to them and they said "it's totally normal,
           | that's the way it's done". Like oh okay, as long as everyone
           | else is getting ripped off too.
        
             | titanomachy wrote:
             | I went through exactly the same discussion in my last job
             | search, and was assured that the offer was in line with
             | industry standards. Even if this tiny company somehow
             | became worth a billion dollars, I'd still make less money
             | than if I'd worked as a senior engineer at Google or
             | wherever. I liked the team and I think it would have been a
             | fun job, but not quite fun enough to work nearly for free.
             | I don't think I'll ever work for an early startup as an
             | employee.
        
               | throwaway98797 wrote:
               | you should work at google
               | 
               | startups are about the work
        
               | sleepingreset wrote:
               | OP wants to get PAID for their work and rewarded for the
               | all-in effort they'd put in. re-read their comment
        
               | throwaway98797 wrote:
               | > Even if this tiny company somehow became worth a
               | billion dollars, I'd still make less money than if I'd
               | worked as a senior engineer at Google or wherever
               | 
               | this is why they don't belong in start up land
               | 
               | running and working in a start up requires a certain type
               | of insanity
               | 
               | this individual is not a fit
        
               | lumost wrote:
               | I recall a discussion where a founder kept insisting that
               | a 10% offer for a pre-funding startup was beyond standard
               | and that I should be lucky to get such an offer.. the
               | experience left a bad taste in my mouth.
               | 
               | Ultimately, this individual needed someone to shape and
               | build the core of their product and the net of a series B
               | would have been at most a wash compared to current
               | employment.
        
               | romanhn wrote:
               | They're not wrong though? 10% is more late cofounder
               | territory, you won't find anyone giving up so much equity
               | for an early employee.
        
               | lumost wrote:
               | A pitch deck in ppt does not make a company. It really
               | wouldn't/couldn't have been an employee type of
               | relationship.
        
             | pilingual wrote:
             | What amount of equity would be fair?
        
               | tinco wrote:
               | In my opinion, you should take the difference between
               | their market salary and the salary they're being offered,
               | and consider that an investment by the employee at the
               | upcoming (not past) valuation.
               | 
               | For example if they're in SF and they're hiring a senior
               | first engineer that would maybe make 250k elsewhere, and
               | they're offering them 125k, and they would take the
               | classic 7% for 125k, then 7% is a good starting point.
               | (Of course if they already have the YC investment, then
               | that would go down dramatically)
               | 
               | If that equity vests over 4 years, then frankly maybe 28%
               | is a better starting point.
               | 
               | But what's fair isn't really relevant. What's relevant is
               | what the market demand and supply is. If there's some
               | dolt who would happily take 1.5% as a first engineer
               | ("founding engineer") for a $125k salary cut, then the
               | founders would be idiots not to take that deal. And
               | frankly, if that $125k salary cut gets them their dream
               | job, then maybe they're not even dumb for doing it.
        
               | etothepii wrote:
               | I think what you are actually describing is that you
               | should value equity at zero. If to work at a startup you
               | would need 28% equity you are describing a founder.
               | That's fine but there is an enormous difference between
               | these two things. There is also the question of where the
               | $125k comes from to pay your base.
        
               | tinco wrote:
               | Value equity at zero? I am not sure what you mean by
               | that. If an employee sacrifices $500k to work at your
               | company, then it would make sense to compensate them with
               | $500k worth of equity is my point. The 28% is tongue in
               | cheek, if you're so early that the amount of equity
               | needed to compensate your first hire adequately is 28%,
               | your company hasn't really started yet, and maybe you
               | should just consider them a founder.
        
             | nkohari wrote:
             | > So basically I get to do all the work for like 1/50th of
             | what the founder has?
             | 
             | Who raised the money that the company is using to pay
             | salaries? When investors put money into a seed company,
             | they're largely betting on the founders' perceived skillset
             | and previous experience (or other bona fides like
             | education).
             | 
             | One thing that most people don't realize is that being a
             | founder means that you're inextricably tied to the company
             | for its lifespan. Losing a founder is terrible optics and
             | can be a death sentence for a startup. Regardless of the
             | actual reason, every subsequent investor conversation will
             | involve an explanation of what happened.
             | 
             | If you want more equity, you should ask for it! And you
             | definitely shouldn't take a job where you'd feel under-
             | compensated! But realistically, if you want a "founder-
             | level" equity, you have to start your own company.
        
           | blitzar wrote:
           | > a lot of early stage founders looking for a "founding
           | engineer"
           | 
           | I always just assumed that the Entrepreneur, Founder & CEO
           | had come up with an amazing idea like "build an startup (Ai
           | probably) that makes a lot of money" and got some funding -
           | but don't know what software is, don't know how to code and
           | isn't really sure what Ai is does or can be used for; so need
           | someone to put the pieces together to execute their vision
           | with (for) them.
           | 
           | Opportunity to get in the ground floor with a future Unicorn
           | - must have 25 years experience, Salary $25,000, 2% equity
           | with 5 year lock-in.
        
         | jahewson wrote:
         | 90 day exercise window is a big part of the problem here.
        
           | gafferongames wrote:
           | If you're certain the stock is worth something, just take
           | some risk and exercise.
        
         | chermanowicz wrote:
         | I can also guarantee you points 2 & 3 are pretty wrong as well.
         | Funny (and also sad) how different peoples realities can be. I
         | have been worn out sitting on both sides of the table to tell
         | you the truth. (One thing I will say is that within VC, the
         | vast majority of the folks actually doing the work are
         | sympathetic and helpful to companies, working with early/senior
         | employees, but it gets lost up the food chain so to speak and
         | there's usually just one or two people making decisions at the
         | end of the day about a particular deal or a whole portfolio-
         | and these people are generally very self-interested.)
        
         | inhumantsar wrote:
         | the lottery ticket analogy doesn't quite hit the mark imho.
         | 
         | I've been seeing really shitty vesting schedules more often
         | these days. a year in an early stage startup is often more
         | intense than years in larger companies, yet they feel the need
         | to push vesting schedules like 5/15/30/50 on people.
         | 
         | even if you do stick it out and exercise those options and eat
         | the tax burden, those shares can still be ignored in an
         | acquisition or diluted into oblivion in an IPO if the
         | agreements are structured to allow that.
         | 
         | with a fat carrot dangling at the end of year four and the
         | promise of an IPO Soon(tm), a lot of people will be more than
         | happy to ignore important parts of their lives and financial
         | well being for the chance of maybe, just maybe, getting access
         | to that lottery ticket.
         | 
         | I think a better analogy might be like gambling in a casino.
         | investors get to write the rules and hold all the leverage. the
         | worst places are mobbed up, the rest might be legit but either
         | they have every incentive to keep selling you the dream of
         | winning big. in all likelihood, if you keep making that bet
         | you'll walk out worse off than you were when you walked in.
         | 
         | if a startup or VC truly gave a shit about anyone outside the
         | c-suite, they'd have an employee ownership program of some form
         | and assign actual equity, not just options. I've yet to see
         | many of them do this though because founders are the most
         | likely ones to be gambling in those kinds of casinos.
        
           | xandrius wrote:
           | What would you suggest to someone who wants to work at
           | interesting (non-evil) companies, wants a decent comp
           | ($200k+) and doesn't mind being one of the first to lay the
           | foundation with the possibility of upward mobility in the
           | future?
        
             | inhumantsar wrote:
             | be a founder or a consultant, not a founding engineer.
             | build up a set of specialized skills in something you love
             | doing, network your face off, keep lifestyle inflation
             | under control, and keep a large amount of your savings
             | liquid(ish). if the right people and opportunity comes
             | along, be ready to tap those savings and live off them for
             | at least a year while you build the company or be selective
             | about your next consulting job. like the old cliche says,
             | luck is where opportunity meets preparation.
             | 
             | if you're not that ambitious and simply want to live
             | comfortably, then go to those early stage startups and
             | negotiate for higher cash comp and a smaller slice of the
             | options.
             | 
             | you can make great money as a SWE, but there's a massive
             | leap between that rung on the income ladder and the ones
             | above it. it takes a dedicated effort to get there.
        
           | torginus wrote:
           | Sorry I'm a total dumbo when it comes to startups, but what
           | do you 'vest'? I thought vesting is for stock options (maybe
           | stake?). And your startup is not on the stock market, and
           | won't ever be unless it gets a billion-dollar valuation.
           | 
           | Even stake might be worthless, if the company fails, despite
           | you building a kickass backend for it.
        
             | munchbunny wrote:
             | Yes, you vest stock options, and given that risk for
             | startups is very much front-loaded, vesting schedules that
             | are back-loaded are a big red flag for incentive
             | misalignment. And that's ignoring all of the problems with
             | stock options as opposed to RSU's.
             | 
             | The baseline is something like a 4-year vesting schedule
             | with a 1 year cliff and monthly after that, uniform
             | distribution. Anything more back-loaded or worse than that
             | is a red flag.
        
             | inhumantsar wrote:
             | most startups don't offer actual equity even though that's
             | what everyone calls it. they offer options. the idea is
             | that the options you'll receive will have a strike price
             | much lower than what the stock will be worth in future
             | funding rounds or when the company is acquired or IPOs. the
             | vesting schedule defines when you can start to exercise
             | those. typically you'll receive 25% of your options after
             | the first year, then the other 75% will vest every month
             | after.
             | 
             | and yes, liquidity in a private company is always going to
             | be an issue.
             | 
             | all of this is why I tell everyone that their options are
             | worthless right up until they're not. anyone who's burned
             | out or looking at a new opportunity shouldn't include them
             | in their decision making process.
        
         | jjav wrote:
         | > Getting out for an early employee after funding rounds is
         | expensive
         | 
         | Early exercise and 83(b) is a must, or forget about it.
         | 
         | When considering joining an early startup ask if they will
         | allow you to early exercise as soon as you start (well, it'll
         | be after board approval but as soon as that happens).
         | 
         | If they don't allow that or if the price is too high for your
         | comfort level, don't join that startup.
        
           | deepGem wrote:
           | Every startup CEO must demystify 83(b) for their employees.
           | 
           | If you don't have cash on hand to pay for early taxes, the
           | company can pay a signing bonus or something for those who
           | elect 83(b) to pay for the upfront taxes.
           | 
           | OR
           | 
           | Just pay market salaries and leave the choice to employees to
           | do whatever they want with cash. You want to buy our company
           | stock great here's the grant. You want to put your money in
           | S&P index go ahead.
           | 
           | The employee equity part needs a lot more simplification. I
           | don't know why it is not as simple as
           | 
           | Here are 2 options for you
           | 
           | Salary 200K OR Salary 100K Equity 100K If equity 100K
           | exercise 83(b) - pay taxes at 200K income OR defer taxes for
           | the subsequent exercise dates. (Could land a huge tax bill)
           | OR defer the exercise date for a liquidity event/secondary
           | sale.
           | 
           | Those who value risk will take the last option and those who
           | don't will stick to full salary. 83(b) exercise, when
           | presented like this, doesn't seem all that rosy.
           | 
           | There could be some legalities that I am unaware of, but
           | broadly this should work.
        
         | onion2k wrote:
         | The irony of being an early engineering employee (and any
         | engineer really) is that the better job you do the _easier_ it
         | is to replace you with someone who can maintain what you built.
         | Accepting a below market salary and then doing a great job is a
         | _huge_ risk.
        
           | repomies69 wrote:
           | > Accepting a below market salary and then doing a great job
           | is a huge risk.
           | 
           | By doing bad quality work on purpose will not make you learn
           | anything. Better idea is to leave your underpaid position,
           | start your own startup or join another that has better salary
           | and compensation.
        
           | aorloff wrote:
           | Sure, in startups that don't grow.
           | 
           | In startups that experience internet growth, you find
           | yourself trying to build systems so fast and hire people that
           | you aren't so worried about someone replacing the job you
           | used to have because the nature of your job is changing as
           | the company scales.
           | 
           | And if the startup is not growing, you can stop worrying
           | about the equity package
        
         | ZhadruOmjar wrote:
         | In my experience there has never been a good time to be a
         | founding engineer even in companies that have later made it.
         | It's much better to join the company 1-3 years prior to
         | IPO/Sale where you get many of the benefits but significantly
         | less stress. If I had worked at startups I would have been
         | taking a 30-40% pay cut compared to the roles I did work and
         | none of those startups have gone anywhere with most crashing
         | and burning.
        
           | bambataa wrote:
           | I've heard this a few times. Could you elaborate why? Surely
           | at that point, less you are hired to a very senior role, you
           | are going to get a very small equity % and a lot of the
           | capitalisation growth has already been priced in? In exchange
           | it is far less risky.
           | 
           | Do you just go for the market salary and treat the equity as
           | a minor plus?
        
         | palata wrote:
         | > how little VCs actually value early employees
         | 
         | Do they even pretend that they care about anything other than
         | money? Like... ever? Maybe to family and friends (not even
         | sure), but I mean professionally?
        
       | albroland wrote:
       | Nice article, but it is wrong about liquidity events at WeWork.
       | The author only discusses a tender offer that fell through at the
       | end of 2019 after the failed IPO and collapse, implying there was
       | nothing ever before.
       | 
       | There was a tender offer in 2017 with the first SoftBank
       | investment, and again in early 2019 (pre IPO attempt, closed in
       | April) associated with the second investment by SoftBank. It is
       | possible there were earlier events, but I had joined in 2015.
       | 
       | That isn't to say things were roses; I know many early employees
       | who, in the lead up to IPO, exercised their options and took
       | enormous loans to pay AMT and were left in a terrible situation.
        
       | tompetry wrote:
       | The single data point here is Adam Neuman, so I have a hard time
       | taking this seriously.
       | 
       | I have raised 6 equity rounds as a founder of 2 companies. Never
       | took a dime off the table, was never offered it, never asked for
       | it. We actually did have early employees ask about it, and we
       | encouraged them to not sell.
       | 
       | Why would you, especially at early stage valuations? You're
       | either bad at math, or you know you're about to fail. And who is
       | buying these secondary shares? I don't know a VC or angel who
       | would "de-risk" an early founder like this; it's not aligned with
       | their model. It also complicates QSBS status if I recall
       | correctly.
        
         | adastra22 wrote:
         | > Never took a dime off the table, was never offered it, never
         | asked for it
         | 
         | Well they certainly wouldn't volunteer the offer without you
         | asking for it.
        
           | tompetry wrote:
           | > The founder in this scenario was offered $400,000 of
           | liquidity at Series A and $750,000 at Series B and encouraged
           | to do so by their board of investors to de-risk their own
           | life.
           | 
           | This is from the article. I would tend to agree with you.
        
             | adastra22 wrote:
             | I straight up don't believe the article. (Edit: not saying
             | author is lying, but that they're extrapolating from bad
             | data.) I've worked as employee #3 at one startup, co-
             | founded another which achieved >$3bn valuation, and am now
             | solo-founding a third. I've networked with lots of other
             | founders. I've never, _ever_ heard of a secondary liquidity
             | offer in a Series A.
             | 
             | I think the paragraph above that quote explains it. They're
             | talking about founders that "mortgaged their house and
             | lived on ramen noodles for years." It actually sounds like
             | they got screwed out of some equity. Rather than pay
             | themselves a reasonable salary to support their lifestyle
             | as they build the company, they instead traded equity for a
             | one-time payment. That's a shitty deal, and I want to know
             | who this predatory VC is so I make sure I never take money
             | from them.
        
               | ivalm wrote:
               | This so much. So many folks in this thread are talking
               | about series B+ and only paying themselves under 100k/yr
               | and that's just a scam. Once you have institutional money
               | you can just start paying yourself enough to live
               | ~comfortably.
        
       | varenc wrote:
       | I always thought there was another reason for VCs encouraging
       | founders to sell shares: giving them a taste of wealth. If you're
       | a founder that sold 2M in stock a year ago and a 200M acquisition
       | offer comes along, you'd be less tempted now that you appreciate
       | the difference between small millions and big millions.
       | 
       | If you thought you had a real chance of going much bigger, having
       | cash already makes you more willing to take that risk. And since
       | VCs tend to make most of their money off a couple very big wins,
       | it's worth it to have founders that won't settle for less than
       | billions.
        
         | JumpCrisscross wrote:
         | > _another reason for VCs encouraging founders to sell shares:
         | giving them a taste of wealth_
         | 
         | VCs are wealthy. Some of them weren't born wealthy. The best
         | among them recognise that removing the worry about _e.g._
         | paying rent will make a better CEO.
        
           | repomies69 wrote:
           | It is about aligning risk preferences. Being "all-in" is not
           | likely a good thing for a founder. The founder prefers to
           | take less risk which results to mediocre exit for the
           | investor. The investor would rather have bigger exit or
           | nothing, and giving the founder some money is helping to
           | aling the risk preferences a bit towards the same direction.
           | 
           | As for employees? They are typically not calling the shots
           | about company direction. I don't see a reason why investors
           | would care about employees.
        
             | mezyt wrote:
             | > As for employees? They are typically not calling the
             | shots about company direction.
             | 
             | They can be motivated or not, knowing that the founder made
             | big bucks and they made nothing is bound to lower
             | motivation. Thus the title of the article, founder's
             | liquidity is a well guarded secret.
        
           | blitzar wrote:
           | > removing the worry about e.g. paying rent
           | 
           | Only once the startup has matured at least a little, too much
           | money too early and your hungry founders become lazy.
        
       | aaronbrethorst wrote:
       | _If employees realize they are taking more risk than the
       | founders, maybe they 'll ask for more compensation, maybe they'll
       | congratulate the founders and move on with their day, maybe
       | they'll start yelling: "I'M TAKING SO MUCH RISK, IT'S SO HARD TO
       | BUILD A COMPANY, I DON'T EVEN HAVE ACCESS TO LIQUIDITY!!!". And
       | maybe they're right._
       | 
       | This is why I think the term "Founding Engineer" is often just a
       | fancy way of saying 'sucker.'
        
       | carliton wrote:
       | Many companies don't get to Series A and very few companies get
       | to Series B. Even if they do get to Series A or B, they won't be
       | able to raise the amounts you see in the news and have heavy
       | dilution.
       | 
       | Very few founders have double digits percent ownership by Series
       | B and Series C.
       | 
       | Liquidity of $400k or more is a lot and isn't available for many
       | founders.
       | 
       | All of this after 7 to 10 years of working 80+ hours week, no
       | social life, loosing family, sacrificing health, taking less than
       | $100k/year salary, constant worry of failure, dealing with ups
       | and downs of employees, being a support system of everyone in the
       | company while not being one for their own families, and no
       | guarantee of success. All of this for seeing their dream come
       | true because failure would be worse.
       | 
       | I think the OP should work on his company for more than 4 months
       | and have more than 10 employees for at least a year to truly
       | understand what it is to be a founder.
       | 
       | Also 20% option pool and exercising options up to 10 years are
       | not uncommon.
       | 
       | Source: 2nd time founder.
        
         | ivalm wrote:
         | > All of this after 7 to 10 years of working 80+ hours week, no
         | social life, loosing family, sacrificing health, taking less
         | than $100k/year salary
         | 
         | If you are taking less than $100k/year salary for 7 to 10 years
         | while also absolutely no-lifing then that's on you.
         | 
         | It's true that early on you prob take ramen salary, but that's
         | for one or two years. You can prob scale to 200k by year 3 if
         | your thing is viable. No-lifing when your startup is in year 5
         | is just a personal choice. If by year 5 you aren't on a path of
         | unicorn then prob it's time to evaluate if it's worth so much
         | sacrifice or if you should run it as a lifestyle business (or
         | just go do something else).
        
           | ZhadruOmjar wrote:
           | If the product isn't making enough money to pay people by
           | year 5 you're not a startup founder you're just unemployed
           | with a side project.
        
         | joeblubaugh wrote:
         | After the Series B for my last company the three founders owned
         | something like 45% of the outstanding shares, and when they
         | sold took out something like 40% of the price. What were the
         | rounds like that led to less than 10% after 3ish rounds?
        
           | sokoloff wrote:
           | I read GP as very few founders _individually_ have double-
           | digit ownership, not collectively.
        
             | sunk1st wrote:
             | 45 divided by three is 15 is double digit.
        
         | gitfan86 wrote:
         | I don't the the author is saying that founders don't deserve
         | 400k after 7 years of hard work.
         | 
         | He is saying that it is sketchy that this is hidden from
         | employees.
        
           | elzbardico wrote:
           | No. the author is not saying that.
        
         | palata wrote:
         | > I think the OP should work on his company for more than 4
         | months and have more than 10 employees for at least a year to
         | truly understand what it is to be a founder.
         | 
         | Have you been an employee in a startup? Because in my
         | experience it has a lot of the downs of the founder, but none
         | of the ups.
        
           | gafferongames wrote:
           | So start your own company then.
        
             | palata wrote:
             | Maybe I should, so that I could abuse from the employees
             | and then explain how I deserve to get rich if _MY_ startup
             | succeeds but my employees don 't (because it is _MY_
             | startup, you see? I don 't need them).
        
               | che_shirecat wrote:
               | Good luck with this! Let us know how it goes.
               | 
               | Founders have leverage, because they started the company.
               | If you don't like it, start your own and don't join
               | someone else's.
        
               | palata wrote:
               | Where I come from, that's an ultra-liberal point of view.
               | "Instead of saying that Elon Musk does not deserve 68b as
               | a salary (because no human does), then maybe you should
               | become ultra-rich yourself".
               | 
               | Sure. You just completely missed my point.
        
           | nkohari wrote:
           | > Have you been an employee in a startup? Because in my
           | experience it has a lot of the downs of the founder, but none
           | of the ups.
           | 
           | Have you been a founder? If not, I'm not sure you fully
           | realize what goes into the job. Everyone wants to be a
           | founder, but nobody wants to _be_ a founder.
        
             | palata wrote:
             | > I'm not sure you fully realize what goes into the job.
             | 
             | Can it be a lot worse than working as many hours as
             | possible and burning out? Because startup employees do
             | that, without the compensation the founders get.
        
         | gen220 wrote:
         | I often think about how if more people understood the median
         | cap table life cycle from Seed to Acquisition/Shut-down/IPO,
         | there'd be half as many VC-funded companies and twice as many
         | bootstrapped companies every year. Thank you for sharing your
         | experience towards that goal.
         | 
         | Unless you're doing some niche b2b thing where you have no
         | personal connections (in which case, why are you doing it at
         | all?), the differential financial returns of going with VC are
         | often negative, if not neutral. The main diff is you can "fail
         | up" into the investor class if you prove your worth but the
         | business goes sideways. But even that is a dissatisfying career
         | for most founder-type people.
         | 
         | To whoever needs to read this: start your own company, avoid
         | raising money.
        
       | knappe wrote:
       | Look, I've worked for 5 companies, 1 of which I knew would never
       | sell and I had inklings that one other probably wasn't going to
       | sell and instead was a lifestyle business for the founders, and
       | the other 3 had successful exits. I won the lottery 3 times but I
       | quit the game because I was tired of making VCs and founders rich
       | while taking home breadcrumbs, comparatively.
       | 
       | My first startup I walked with a paltry sum and the owners
       | suddenly went from being doctors with a side hustle to private
       | investors. That was my first warning sign and really drove home
       | the need to invest in myself because it certainly wasn't going to
       | be someone else doing it, despite the talk of changing the world.
       | It was really, really obvious that the payouts were stacked in
       | one direction and it certainly wasn't on the side of employees,
       | early or not. I still enjoy working for small companies, but the
       | hype and bullshit are really tiring and so very cultish. I'd
       | really suggest treating the startup life like a scratch lottery
       | ticket, because that is all it is. If you win, you're gonna get
       | paid but it won't be life altering money, just like a scratch
       | lottery ticket. Plan around it being worth zero and go in eyes
       | wide open.
        
         | throwaway2037 wrote:
         | > Plan around it being worth zero and go in eyes wide open.
         | 
         | This is the best advice I have seen on HN about start-ups.
         | Note: I have seen it repeated multiple times.
        
           | _heimdall wrote:
           | I've joined two startups now as the 2nd and 4th engineer. I
           | went into both expecting nothing from options or shares, and
           | knowingly accepted a lower than market salary because I liked
           | the teams and projects.
           | 
           | I couldn't be happier. Neither panned out for me with regards
           | to stocks, and I definitely didn't get rich in the process,
           | but I very much enjoyed the jobs and when I decided to leave
           | it was only because the business direction wasn't a fit for
           | what I wanted to spend my time on.
           | 
           | It sure sounds like a privledged position, but it more came
           | down to us living cheaply compared to our income and having
           | the breathing room to trade a higher salary for work that I
           | really enjoyed. I hope more people can make that tradeoff,
           | it's much more fulfilling in my opinion
        
         | user_7832 wrote:
         | > the owners suddenly went from being doctors with a side
         | hustle to private investors.
         | 
         | Did the owners sell the company or get some sort of payout? I'd
         | imagine if they were making decent money they'd have kept the
         | business alive, right? Would you be okay sharing the name of
         | the place?
        
       | paulddraper wrote:
       | IDK how secret this is.
       | 
       | But the reason for founder equity -- as with anything in a free
       | market system -- has nothing to do with _deserve_ and everything
       | to do with demand /supply.
       | 
       | There are many more we early employees willing to take 1% equity
       | than founders willing to offer it.
        
       | golly_ned wrote:
       | I wish I had known so much more about this before joining a hot
       | AI startup a few years ago. It raised its Series C at $850MM
       | valuation. The business was doing terribly; investment was
       | exclusively speculative with no business success to speak of.
       | 
       | The founders made tons of cash. Layoffs ensued. They're still
       | kicking; they've pivoted to Gen AI which has given them new life.
       | I had no idea how terrible the deal was. I regret so much about
       | that time and the opportunity cost of joining that place.
        
       | classified wrote:
       | I couldn't care less. They can keep their secret and stick it
       | where the sun doesn't shine.
        
       | saulrh wrote:
       | The founders I've known were already wealthy when they decided to
       | do a startup. They aren't at risk because even if the startup
       | falls through without making a cent they have enough money in
       | their bank account to withdraw $200k/year for thirty years.
       | There's no risk there.
        
         | bux93 wrote:
         | Most can even file for personal bankruptcy and then lounge
         | around in their parent's home for a bit. (Or a house in the
         | name of their spouse-with-a-prenup.) My parents didn't have a
         | garage for me to found a business in.
         | 
         | When people helpfully suggest, why don't you start your own
         | business, they usually have a substantially bigger than average
         | support network and liquidity to begin with. I never get those
         | suggestions from people who've actually experienced hardship
         | due to job loss or financial stress.
        
           | FactKnower69 wrote:
           | Why, simply pawn some of Father's apartheid emeralds to
           | Tiffany's, why didn't any of you lazy imbeciles ever think of
           | that?
        
       | throrway12 wrote:
       | I worked at a preseed company recently. Here's my experience:
       | 
       | - Work 9 to 7 everyday. 6 days a week.
       | 
       | - People are working 9 am - 5 am in crunch time. Then joining
       | again at 10 am.
       | 
       | - Monetary Comp is exactly market average.
       | 
       | - Equity Comp is even more paltry since founders raised at a huge
       | valuation.
       | 
       | - Founders make unrealistic promises. Eg: It took a competitor
       | with 7 people, 3 months to make a product. The founder told us
       | Saturday that he wanted it built by Monday (with 3 total devs).
       | 
       | - Founders message you 24 x 7. If you don't reply, there's a
       | "serious discussion" to be had next time.
       | 
       | - Non Accomodating of anything because "It's a startup".
       | 
       | I left the place after 10 weeks. I saw 3 people leaving the 6
       | person company in these 10 weeks. The ones who stayed were under
       | heavy financial stress or had drank the kool aid.
        
         | throwaway2037 wrote:
         | This is a great post. No need for the throwaway account!
         | > Founders message you 24 x 7. If you don't reply, there's a
         | "serious discussion" to be had next time.
         | 
         | That one is my favourite.
        
           | blitzar wrote:
           | > Founders message you 24 x 7. If you don't reply, there's a
           | "serious discussion" to be had next time.
           | 
           | You drop them a bunch of messages to get signoff for the
           | thing that absolutely had to go live on Thrusday and dont
           | hear from them till Sunday because they are tripping on
           | Ayahuasca in the desert.
           | 
           | There's a "serious discussion" to be had next time about your
           | work ethic.
        
         | shoo wrote:
         | it's important to figure out where to set your own boundaries.
         | people out to exploit you will seek to see how far they can
         | push. congratulations for leaving.
         | 
         | one thing that catches out some junior folks is that they may
         | believe this kind of behaviour from bosses is normal and
         | unavoidable as they have only worked for exploitative bosses at
         | places with toxic cultures. you can do better, you're worth it.
         | get out. find a more mature company with professional managers,
         | where it's normal to leave the office on time and turn off all
         | your work comms and leave all work-related messages unanswered
         | until you're back in the office and getting paid to think about
         | work again.
        
           | grvdrm wrote:
           | I think this is the right point, but it's tough.
           | 
           | People don't like to say "no" or "can't do it in that
           | timeline" and other permutations of these statements. If you
           | can't even challenge or disagree with anything, then you're
           | doing something wrong, or you're in the wrong environment, or
           | both.
           | 
           | 20 years into my career and still practicing this.
           | 
           | One hack: I can't respond when I'm asleep! So, I head to bed
           | pretty early (9:30-10 EST).
        
         | grvdrm wrote:
         | Honest question: do people with young kids do these jobs well,
         | or at all?
         | 
         | I'm sure the answer is sometimes, yes. But, as a 41-yr-old
         | father of two kids (6, 2) and a wife in PE, the pace and stress
         | strike me as contradictory to being present in a marriage,
         | being present with my kids, managing my health, etc.
         | 
         | I'd love to hear how the people with families manage (or fail)
         | this pace?
        
           | Spoom wrote:
           | There are many reasons that startups tend to have young
           | employees.
           | 
           | As someone in a similar place in my life, I'd never take a
           | job like that either.
        
             | grvdrm wrote:
             | Yeah - financial risks aside. It just seems difficult to do
             | this without major disruptions to family life as I am a
             | part of it. Of course, you can hire as many people as you
             | need (if you have the means) to resolve the logistical
             | problem. But my absense isn't replaceable like that.
        
         | torginus wrote:
         | Sorry if founders already raised a huge valuation, why didn't
         | they hire more devs?
         | 
         | I'm sure what can be done with 996 style slave labor with 3
         | devs can be done with 6 devs working 9 to 5. It's not like they
         | couldn't afford the salaries (and you mentioned they weren't
         | paying that much anyways).
        
           | throrway12 wrote:
           | because they are cheap ass people. Pivoted 3 times since 2021
           | to the latest hype, currently building another generic AI
           | app. They still have 5-6 years of runway left with current
           | burn-rate.
           | 
           | If they go all out in 12 months, they would actually be
           | considered a winner/failure. Purgatory is comfortable.
        
       | surfingdino wrote:
       | This and my own experience with employee stock options led me to
       | reject any work for startups that offer stock options. It is a
       | way to make you work hard and allow to be treated like dirt for
       | less money. The lowest point was having to walk across town to
       | the office to eat energy bars from the office kitchenette,
       | because I could not afford a bus fare or food as my pay was
       | delayed by a week over Christmas. Meanwhile, the founder was
       | holidaying in Dubai, driving a BMW X7 to work, and showing off a
       | house with a small park and a pond bought in leafy Berkshire.
       | Employee #1 treated the rest of us like dirt. I got laid off in a
       | round of cuts just before my options kicked in and thought it was
       | unjust, but a year later the company was sold to a competitor and
       | the investors got a nice return, the founder got another pot of
       | gold, and the employees with stock options got nothing, because
       | it was a private sale and not an IPO. Employee # 1 was in a bit
       | of a shock allegedly.
        
         | segfaltnh wrote:
         | I don't believe a private sale entitles one to ignore a stock
         | options legal rights. What are the relevant details here I'm
         | missing?
        
           | surfingdino wrote:
           | It was 10+ years ago. I don't have the details, but the
           | riches they were underpaid for never came true. The founder
           | made out like a bandit.
        
           | throwawaythekey wrote:
           | 1) The common stock that employees get via options is the
           | last in line for the pot of gold.
           | 
           | 2) There's plenty of bullshit that can be used to cheat an
           | employee out of their options. One example here [1].
           | 
           | [1] https://techcrunch.com/2011/06/26/skypes-worthless-
           | employee-...
        
           | hmottestad wrote:
           | Maybe if the founder has a majority they can sell their
           | shares to someone and the company keeps on running. If the
           | new owners don't intend to ever do an IPO I guess the
           | existing employees end up with options to buy stock in a
           | company that they will never be able to sell. Only upside
           | would be if new owners take out a dividend, since that would
           | assumably be a fixed amount per stock regardless of who owns
           | the stock, unless of course the new owners are able to
           | circumvent that by doing an unequal dividend payout that only
           | goes to certain owners.
        
           | hylaride wrote:
           | For IPO sales, all options can eventually be converted into
           | common shares then sold (often after various lockup periods
           | giving other investors chances to cash out first).
           | 
           | For private sales, which can be structured in a variety of
           | ways, there's a bucket order that can vary depending on the
           | share structure (remember options aren't shares until
           | converted). Most VCs have terms that they get paid out first
           | to recoup their investment (and often then some) before
           | common or option holders get paid out.
           | 
           | So for a simple example (I'm making these numbers and
           | percentages up): Say if VCs invested $10m for 30% of a
           | startup with a guarantee of first rights to get that back and
           | 50%, then a founder class of shares owns a percentage, say
           | 50%, and then there's a class of common shares/options that
           | are in theory 20% of the company. So in thoery, the investors
           | own 30%, employees on 20%, and founder(s) 50%.
           | 
           | Let's say then that the company then sells for $20m. The
           | investors get their $10m back, plus $5m for their 50% return
           | guarantee. The founder class of shares has rights to 50% of
           | the company, but all that's remaining is the $5m left over
           | which is 25%; they get it all. Everybody else gets shit
           | unless the buyers want to retain any employees and give them
           | anything extra (this can happen).
           | 
           | Things like this happen a lot. I knew people that worked at
           | 500px (the photo site) and eventually the investors forced a
           | sale after the business stagnated that even the founders got
           | nothing in the end.
        
       | benjaminwootton wrote:
       | I think it's entirely reasonable for a founder to take money off
       | the table.
       | 
       | The founder possibly walks away from a 6-7 figure opportunity
       | cost working for a big corporate or FAANG. In return they take
       | zero salary.
       | 
       | All of the money that begins to come in is then used to pay
       | employees.
       | 
       | Maybe they raise some funds and pay themselves a below market
       | salary for years.
       | 
       | A few years later they are over $1 million in opportunity cost
       | and still owning a lottery ticket.
       | 
       | By this time they are a bit older, have a family, want to buy a
       | house etc.
       | 
       | They are also massively wedded to the project for as long as it
       | takes, so strapped in for the long haul.
       | 
       | The founder should be able de-risk at the next funding round and
       | not continuing to roll it all for the benefit of VCs.
       | 
       | The same is probably true of early employees, but a lot of the
       | factors above are dialled down. They didn't work for zero, salary
       | wasn't under market by such a degree and they haven't had such a
       | high opportunity cost.
        
         | xandrius wrote:
         | In what world 6-7 figures at FAANG is something a founder is
         | actually "walking away" from?
         | 
         | First of all, it assumes everyone wants to work for those
         | companies and assumes all founders could get such high paying
         | jobs with a snap of the finger.
        
           | benjaminwootton wrote:
           | Not everyone can but most founders I know could be earning a
           | very high salary in industry.
        
         | gafferongames wrote:
         | ^--- This
        
       | wafriedemann wrote:
       | The question I am most interested in is: How do people even get
       | funding (or in other words: Who gets funding)
       | 
       | I'd assume it's 'references', i.e. which school you went to,
       | which university you went you, who you know/who knows you
       | 
       | Where are early employees from? Are they still from the same
       | elite circles?
        
         | Terretta wrote:
         | > _How do people even get funding (or in other words: Who gets
         | funding)_
         | 
         | Second question first, early employees are from anywhere, just
         | make sure they are hungry to ship. You want devs able to self-
         | organize and self-manage amid ambiguity and pivots, and filled
         | with an urgency to get working software in the hands of users
         | to get feedback to iterate, and you want sales/product able to
         | listen and drive focus on product that users believe could be
         | 10x better than however they meet their need today.
         | 
         | Answering your first question, this answer sounds cynical, but
         | this is how the math usually has to work for VC to give
         | outsized returns to pools of investors in VC funds:
         | 
         | You need to have a 20% to 5% chance at 2x - 10x annualized
         | growth generating high cash flow and high margins reinvestable
         | in the business with ability to switch modes and cash out or
         | IPO in 5 years to let investors exit by year 7.
         | 
         | In other words, don't aim for a solid dependable low risk
         | business plan. Aim for a unicorn business plan. To get funding,
         | your business plan should be so compelling that in a funding
         | round of 10 startups, yours is the one delivering returns that
         | make up for the other 9 blowing up, and _still_ giving the
         | investors in the venture fund returns that are a multiple of
         | the stock market.
         | 
         | Remember VC have customers too, their investors. Their
         | investors want a basket of startups that handily beat just
         | parking their money in a market-beating ETF of Apple, Meta,
         | Tesla, Nvidia, Netflix, Alphabet, Microsoft ...
         | 
         | In practical terms, your business plan must convincingly show
         | that the startup can grow exponentially (not just "up and to
         | the right" but a curve) and overcome inherent risks (show
         | you're risk aware, and already planning to beat the risks).
         | Investors are looking for ideas that can stand out in a
         | portfolio where the rare successes can de-risk returns that
         | _far_ outweigh the more common failures, for their portfolio to
         | generate overall profitable returns.
         | 
         | To get funding, position your startup as a standout gem for a
         | portfolio.
        
       | jensneuse wrote:
       | As a founder with multiple years of experience I can say that
       | this post and a lot of other comments are coming from people who
       | don't understand the life of a founder. It's not so much about
       | risk. My peers earn 5-10x my salary. I'm paying my employees more
       | than myself. I have to provide for 3 kids and we have a lot of
       | debt on the house. I'm working day and night, 24/7. I don't like
       | the phrase "taking money off the table". If I can sell some
       | equity, this is none of your business. I started this company
       | with my co-founders. Start your own company and try reaching
       | Series A. It's almost impossible. Most people are not capable of
       | getting there.
        
         | colordrops wrote:
         | To be frank that's your call to work 24/7 with 3 kids and not
         | the business of your employees. They are free to negotiate how
         | they please and we are free to take issue with certain founder
         | behaviors. It's all business and it's a free world.
        
         | erremerre wrote:
         | So you either you are neglecting your kids, or you are calling
         | work at building legos with your kids?
        
           | defrost wrote:
           | Be kind. Don't be snarky.
           | https://news.ycombinator.com/newsguidelines.html
        
             | erremerre wrote:
             | My point is that he is not working 24/7 as he says. He just
             | have a business to run, that does not mean they work all
             | the time, as they try the rest to convince us.
             | 
             | Neither working all the time should be rewarded with a
             | status in which they can't be critised, but even if such
             | reward shall exist, he aint working that much.
        
         | tock wrote:
         | Aren't most early employees also working very long hours for
         | 1/4th the pay and maybe 1% equity? A lot of them also have kids
         | and debt. The life of a "founder" is not really that different
         | from how most people in the world make ends meet. Heck most
         | small businesses run on loans not VC money and are a ton more
         | stressful.
        
         | throwaway2037 wrote:
         | It's sad this post was so downvoted. You speak the truth from
         | your view. We need more of that here.                   > My
         | peers earn 5-10x my salary.
         | 
         | I need to troll a little bit here. So... their package sounds
         | much better. Way lower risk. Are you shooting for the moon
         | (want to be 1B+?)... or what?
        
       | benreesman wrote:
       | Silicon Valley's best kept secret is how Altman made his first
       | few bucks.
       | 
       | Everyone just buys that someone with a failed startup has capital
       | that better founders lacked.
       | 
       | Invested in X with what Y bro?
        
       | sneak wrote:
       | > _We allow employees to exercise options up to 10 years after
       | they leave instead of 90 days._
       | 
       | This always struck me as completely unethical. Your vested
       | options are part of your pay; you should be able to exercise them
       | years after leaving. I would never work for a startup that
       | evaporates my _vested_ options 90 days after leaving. That's like
       | clawing back cash comp, in my view.
        
       | logicallee wrote:
       | Wouldn't most 9-5 employees stop working if they had a sizable
       | liquidity event?
        
       | KaiserPro wrote:
       | As an early stage engineer that was bought out by a FAANG, I can
       | assure you that most of the hype surrounding buyouts is mostly an
       | exaggeration.
       | 
       | Sure some people get millions, but most people do not, even early
       | stage engineers.
       | 
       | Think about it, you as an engineer, have deliberately avoided
       | working at $bigCorp, and are about to be given $5m in shares.
       | Would you continue working at $bigCorp? no, you'd take the money
       | and fuck right off.
       | 
       | Ok Ok you say, but look at the headline buyout figures Google
       | buys a company for "450 million" that startup having raised 65m
       | in capital for a valuation of x.
       | 
       | so, you as an employee have an option for 0.1%. Awesome, you're
       | gonna get 450k right?
       | 
       | No.
       | 
       | The 450M is the headline figure, The PR figure. Its not actually
       | how much the company is bought for (well it rarely is)
       | 
       | Google will pay off the 65M from investors, plus some amount,
       | maybe give some shares. This will value the company at say
       | 85-100M in terms of cash paid for actual shares.
       | 
       | oh sweet, so you'll get 0.1% of 100M right? well not always.
       | There is debt seniority and weird structures that mean that
       | certain investors are paid more per share than others.
       | 
       | So it might mean that the pool of employee money would be 10M or
       | 1M. or even none. The structure is normally bespoke and
       | deliberately opaque.
       | 
       | Ok, so fuck, not that much money.
       | 
       | If you are lucky, you'll get a job offer from google. This is
       | where the head line figure comes in. Say Google pays 100M for the
       | actual company, in actual cash, the rest of that headline figure
       | comes from share offerings.
       | 
       | That is, if you join google, you'll get the standard level of
       | pay, plus the normal share offer. However you'll then get an
       | additional share offer from the headline figure. This could be
       | double, or many multiples of the normal share offering.
       | 
       | TL;DR:
       | 
       | The headline buyout figure for startups is mostly fiction. You'll
       | only get lots of money, if you are part of the 0.01% that IPO and
       | stay long enough to get the full offering, even then thats not a
       | given. The second best outcome is getting bought out and serving
       | your golden handcuff period.
        
       | moss2 wrote:
       | It is too bad it is up to the founders themselves to offer
       | liquidity to employees. Founders are financially incentivized to
       | not offer anything, so you're counting on their sense of justice
       | and morals to overcome their sense of personal gain. This should
       | be regulated.
       | 
       | (Yes, this is a political opinion. No, I am not American.)
        
       | bux93 wrote:
       | I thought "founder liquidity" would refer to the supply and
       | fungibility of founders. I've heard that, although ZIRP is over,
       | there is still a large supply of capital, which implies that
       | there's not enough good idead / founders to go around?
        
         | ergocoder wrote:
         | Supply and fungibility is more for kpop idols
        
       | nikisweeting wrote:
       | Wait wtf founders are taking liquidity in second rounds?!
       | 
       | Had I known this was possible I would have totally changed my
       | strategy years ago.
       | 
       | I've founded 3 startups and always thought I could only take out
       | whatever ramen salary I could defend to the most scrutinizing
       | investors. I've given a heck of a lot more in employee bonuses
       | than I've ever taken directly out of the investor pot, where was
       | this "de-risk your own life" essay all those years ago!
        
       | tempusalaria wrote:
       | One under appreciated dynamic that has changed is that companies
       | with limited revenue/PMF are raising more money at higher
       | valuations. This mean that more early employees are being hired
       | into less certain, less profitable situations, and the equity
       | they are getting is a smaller percentage behind more liquidity
       | preferences.
       | 
       | E.g. There are numerous AI startups I've spoken to in the past
       | year with negative gross margins, 8 figure raises, and >100x ARR
       | multiples. $1mln in paper equity in such a company is probably
       | intrinsically worth <$100k.
       | 
       | Being an early employee at a startup right now is a really bad
       | financial decision imo
        
       | not_a_dane wrote:
       | The entire system seems like a scam. Thankfully, the COVID-19
       | pandemic and the Ukraine war have deflated startup valuations a
       | bit. I believe another crisis is looming in the near future, and
       | once it passes, we should be in a better place for the next 5-10
       | years.
        
       | franciscop wrote:
       | I feel like the article contradicts itself in this point:
       | 
       | > Investors and founders both tend to think that if employees
       | knew founders were getting liquidity that that would negatively
       | impact employee morale (it wouldn't)
       | 
       | > If employees realize they are taking more risk than the
       | founders, [...] maybe they'll start yelling: "I'M TAKING SO MUCH
       | RISK, IT'S SO HARD TO BUILD A COMPANY, I DON'T EVEN HAVE ACCESS
       | TO LIQUIDITY!!!". And maybe they're right.
       | 
       | How is "not impact morale" and giving an example of employees
       | shouting as a possible outcome when they find out not contradict
       | each other?
        
       | dumbfounder wrote:
       | I don't agree with this sentiment: Investors, founders, and
       | employees all believe that founders are taking more risk than
       | early employees (this isn't true once founders have exclusive
       | access to liquidity)
       | 
       | This completely discounts how much risk and stress go into the
       | early stages before money is raised, or before enough money is
       | raised to pay founders properly. They often go into debt, put
       | many aspects of their lives on hold, and undergo outsized stress
       | that is largely alleviated by the liquidity event, enabling them
       | to plow forward and shoot for the moon. There are outliers that
       | are insane, but you can't throw the baby out with the bath water.
        
         | KingMob wrote:
         | ...? Much of what you described applies to early employees,
         | too.
        
       | doodda wrote:
       | This post has managed to piss off everyone: employees who didn't
       | realize founders were getting liquidity events while they're
       | still sitting on their more-often-than-not valueless equity, and
       | founders who feel they've earned it and don't like the
       | implication they haven't.
        
         | mattgreenrocks wrote:
         | The mark of a good post!
        
         | matsemann wrote:
         | It also reminded me about another post I read here, probably a
         | few years ago, that outlined how stuff works. And my takeaway
         | from that one, was yet another way that early employees get
         | shafted, as they get diluted a lot, and other employees being
         | brought on later end up with a better exit in the end. But I
         | can't remember the details or find it.
        
         | blitzar wrote:
         | You managed to make both parties sound like absolute tools.
        
           | JonChesterfield wrote:
           | Not the founders clearing life altering capital returns from
           | the pre-revenue company seeking product market fit. They're
           | winning.
        
           | arolihas wrote:
           | How does the employee sound like a tool here?
        
         | reportgunner wrote:
         | Oh yes it's time to shoot the messenger.
        
         | rk06 wrote:
         | Yeah, this one lives up to headline!
        
         | largbae wrote:
         | If I hadn't found your comment I was going to say this is the
         | best HN I've seen in months.
        
         | boringg wrote:
         | Good point. Its interesting to see the comment thread here.
         | 
         | The part to me that I see as surprising is dismissal of the
         | stress of taking VC money and being a founder. It is a job
         | thats incredibly demanding. Which is eye opening to me that
         | that's how people see it.
         | 
         | If it was so easy why aren't there more of them and more
         | companies?
         | 
         | Early employee is tough - unless the company is on a
         | significant trajectory the options should be valued at zero.
         | That said being an early employee has other benefits such as
         | being part of an interesting team and work problem. Definitely
         | not a cushy job though (and nor is a founder) - both are
         | significantly hard and for a certain personality type.
         | 
         | Everyone else go join a FANGG and get paid if thats what you
         | are looking for comfy life benefits.
        
           | peter422 wrote:
           | The main advantage of being an early employee is that you can
           | leave.
           | 
           | Founders generally need to go down with the ship, early
           | employees do not. If the growth trajectory starts to falter
           | after 1.5-3 years, just get out of there and try another
           | company. Let the founders clean it up (and you have equity in
           | case they do).
        
           | pydry wrote:
           | >The part to me that I see as surprising is dismissal of the
           | stress of taking VC money and being a founder. It is a job
           | thats incredibly demanding.
           | 
           | Sounds like you're dismissing the idea that being an early
           | employee is hard.
        
             | boringg wrote:
             | >>"Early employee is tough".
             | 
             | ^^ Literally in my comment.
        
               | pydry wrote:
               | Yes and the people dismissing how hard it was to be a
               | founder were comparing it to being an early employee.
               | 
               | So, you're saying that it's hard but "not that hard
               | actually".
        
               | boringg wrote:
               | Its a different risk profile and a different level set of
               | responsibility. Founder has the entirety of the company
               | on their shoulders. Early employee has a lot - but they
               | can leave and join another firm if they want.
               | 
               | However my original comment was pushback about how easy
               | it is to take VC money (comments I have seen) and how
               | low-risk being a founder is - which is patently false.
        
           | slashdave wrote:
           | > If it was so easy why aren't there more of them and more
           | companies?
           | 
           | Wait, is this a serious question? The limiting factor is VC
           | money, of course.
        
       | steveBK123 wrote:
       | I was aware something along these lines was going on when a
       | profitless not-quite-unicorn (and still private & profitless 6
       | years later) startup founder bought the nicest penthouse
       | apartment in my building some years ago... and then spent more
       | money gut renovating it.
       | 
       | It wasn't Adam Neumann sized liquidity but certainly mid single
       | digit millions at least. His company meanwhile has floundered
       | with wave after wave of layoffs post ZIRP era.
        
       | koalaman wrote:
       | I recently left a long career in FANG to roll the dice on an
       | early startup. I was pretty surprised by the uneven terms between
       | founders and early employees. From what I could tell the early
       | employees takes _more_ risk than the founders because they don 't
       | get that magic token dollar turning into their share of the
       | founding equity event and have to pay the fictional valuation of
       | the seed to convert their options. Depending on how hot your
       | startup is that can be a lot of money.
       | 
       | Anyway that ended in tears, but I got what I was looking for from
       | it. A look under the covers of the hot VC backed startup roller
       | coaster. I may be getting old and cynical, but it looked
       | considerably more exploitative than what I saw at Google.
       | Obviously depends on the character of the founders and leaders,
       | but the structure seems to be setup for toxicity.
        
         | palata wrote:
         | I have been working in multiple startups, I've come to think
         | that it's a Ponzi scheme for the founders.
         | 
         | Generally underpaid and quickly toxic. It is an experience, but
         | it's important to know it.
        
           | RhodesianHunter wrote:
           | It's a Ponzi scheme for VC and other investors.
           | 
           | Founders just get greased palms along the way if they're
           | successful.
        
             | koalaman wrote:
             | Yeah agreed to both of you. I had the same thought.
        
         | geepeeyoudata wrote:
         | I worked at a Series A startup as an employee, and wont be
         | doing that anymore. Early engineers have all the risk (lose job
         | the second things go bad) but little upside. They would offer
         | 500 options, or 1000 options, or 30,000 options -- but when you
         | look at the prices, that was worth $100-$10,000. Why would
         | anyone take all this risk, and lower base salaries for that
         | lottery ticket?!
         | 
         | Secondly, they wont share the cap table, so you dont know what
         | the denominator is. 30,000 shares of What!? No one would tell
         | you. You should run.
         | 
         | Third, the VCs installed a buddy from SV as CEO who was
         | creative with revenue. Great -- so they make their bonuses
         | based on creative revenue, but the company gets saddled with VC
         | rounds they have to dig out of w/o showing real revenue growth.
         | Once you get SV insiders being placed into the company, often
         | with their entourage of cousins and neighbors' kids as Director
         | of HR or Director of Finance -- RUN FAST. The company is being
         | strip-mined for cash, while Engineers slave away trying to code
         | their way out of the wreckage left by locusts.
         | 
         | The C-Suite operated in a separate tier of the company with a
         | heads-i-win-tails-you-lose setup. You could tell -- no way you
         | are all driving Tesla Plaid on a "startup salary" -- the
         | "startup salary" was for suckers, engineers, and those not in
         | the VC-back-scratch loop.
         | 
         | My advice to everyone -- if you want risk, be a founder. Not
         | Engineer #1 or #10. If you want balanced risk, go to a Series C
         | or D company where you dont have the risk of fake accounting.
         | If you want money, go to a public company with real accounting
         | rules, visible revenue, visible liabilities, and more
         | accountability.
        
           | djbusby wrote:
           | If you are early and they not sharing the cap-table it's a
           | red-flag.
        
           | pragma_x wrote:
           | > but when you look at the prices, that was worth
           | $100-$10,000. Why would anyone take all this risk, and lower
           | base salaries for that lottery ticket?!
           | 
           | I was in a company when my options were "purchased" from me
           | at the strike price, when the company itself was sold. We
           | never made it to IPO. I've learned to not overvalue options
           | and phantom stock, and just chalk it up to another bonus down
           | the road. The real money is, or already has been, made
           | elsewhere.
           | 
           | What really steams my biscuits is when I figured out how the
           | payout was worth less than the unpaid overtime (never more
           | than 50 hours a week), weekend support time, and travel time
           | spent in my years there.
        
           | randerson wrote:
           | My experience was similar, right down to the $10,000 worth of
           | options. Eventually the company went public and those options
           | would have been worth $5M if I'd had the foresight (and cash)
           | to exercise them (which I didn't). The co-founders did not
           | have exercise costs or AMT of course. It is an unfair system
           | indeed. I'd encourage those seeking to be early engineers to
           | go work at a FAANG for a few years _before_ joining a startup
           | so that you have the cash reserves to take the risk.
        
             | davedx wrote:
             | Wait, you couldn't find the 10k cash to exercise 5m worth
             | of options?
        
               | xnx wrote:
               | You typically don't know what they're worth when you
               | exercise the options. Often it turns out to be nothing.
        
               | randerson wrote:
               | The paper value was far lower during the exercise window
               | & no guarantee it would ever be liquid. The AMT would
               | also have dwarfed the 10k.
        
               | hylaride wrote:
               | What they likely meant was that the options would
               | eventually be worth $5m, but not when they left the
               | company and could exercise them.
        
               | sshconnection wrote:
               | The options were likely 10k when he was issued them at
               | hiring. When leaving the company, he would need to
               | purchase those options (likely within 90 days if it's a
               | shitty policy). Then, the real kicker is that he would
               | have to pay taxes on the on-paper gains between the 10k
               | and the current valuation. So lets say the company was
               | worth half of what it was at IPO, he would now own 2.5m
               | of stock, owe taxes on 2.49m of income, and have to pay
               | that off with early engineer salary and no liquidity on
               | his equity.
        
           | zenlikethat wrote:
           | Even if you don't see the cap table, any company you talk to
           | should be clear and consistent in disclosure of facts like
           | number of shares outstanding, including viewing it in tools
           | like Carta. You are basically describing the abusive version
           | of a startup and then saying all startups are bad.
           | 
           | I actually think going to a Series C or D is not the ideal
           | play. It's better to join an early company, with good
           | leadership, reasonable if not mind blowing salary and cheap
           | shares. Then, work hard, but not brutally hard. Somewhere
           | that you enjoy the people, the work/product, and you can
           | level up a lot. The options are cheap, and you can bail to
           | FAANG at any time if you burn out. Realistically, that's your
           | shot at making 1% of $Xmm without completely hating your
           | life. It will be a rare company so, yeah- be picky. I don't
           | know why all startups get lumped into one when there's a lot
           | out there for the discerning employee.
        
           | e40 wrote:
           | Spot on, and I say this as a founder of a company that didn't
           | fuck over the employees. 40 years and still going, and most
           | people have been with us for more than 25 years.
           | 
           | I didn't get rich because I wanted to sleep at night, but
           | people in my orbit (probably me in theirs?) advised me very
           | differently.
        
           | bagels wrote:
           | My early engineer story is a lot different than this. 0.7%
           | sold shares for ~1M at the end of 4 years. There is a bit of
           | luck, and a bit of picking the right one to join. Don't join
           | the ones that don't tell you what your equity share is and
           | what the last valuation was to start with.
        
         | carterklein13 wrote:
         | I did a similar thing to you. However, I do feel like cutting
         | your teeth as a "founding engineer" at an early startup has 2
         | major benefits:
         | 
         | 1. You get to see what it's like under the covers, as you said.
         | It's not nearly as glamorous as it looks from the outside. And
         | yes, as an early engineer, you share in a lot of the downside
         | without nearly an equal share of the upside.
         | 
         | 2. You get to leave. Unfortunately, the startup I joined
         | entered a tailspin. But, my name wasn't attached to the
         | company, and I didn't have a fiduciary obligation to our
         | investors. I had a lot of "stake" myself after putting in years
         | of 12-hour days, nights and weekends, but at a certain point I
         | saw that my career was actively being harmed by staying. That
         | "founding engineer" role on my resume got me the job I'm at
         | now, at a level that skews higher than my YOE.
         | 
         | Do those two points mean you should get a fraction of the
         | equity (or rather, a fraction of the options) as the founder?
         | Honestly... maybe. I've now seen a few founders fail. It can
         | really be a career-killer.
        
           | palata wrote:
           | > Do those two points mean you should get a fraction of the
           | equity (or rather, a fraction of the options) as the founder?
           | Honestly... maybe. I've now seen a few founders fail. It can
           | really be a career-killer.
           | 
           | And I have seen a few founders fail and enter bigger
           | companies at a pretty high position. Not sure I would relate
           | that to how much money they should get in case their startup
           | is one of the lucky ones.
        
           | zenlikethat wrote:
           | Getting to leave is so underrated. Nothing keeps your head
           | above the doom and gloom like knowing you aren't shackled to
           | the thing, and the world's your oyster if you need to move
           | on. We live in a weird world if people don't think a gig with
           | $160K salary, 2% of the company, where you can work hard but
           | not 24/7, and _leave any time you want_ is a bad gig. That
           | 0.25-0.5% after one year that you get is PERMANENTLY gone for
           | them even if you just fuck off after a year. Years later it
           | could be worth millions.
           | 
           | But anyway, as founding engineer you get to set the systems,
           | culture, language etc. maybe some people don't want the
           | responsibility but for others it's an opportunity to build
           | things out in our own image and learn a lot.
        
         | sackfield wrote:
         | As an engineer you really have a finite amount of good working
         | years, and accepting startup salary vs big tech compensation is
         | a bigger risk than founders are willing to generally admit.
        
         | hliyan wrote:
         | There was an oft-repeated response back in the day (but gladly
         | rarer now) when you dig too deep into employee benefits at
         | startups: "If you're offered a seat on a rocket ship, don't ask
         | what seat!"
         | 
         | To this, I usually reply "Unless the seat happens to be in a
         | stage that gets jettisoned before reaching orbit".
        
         | oblio wrote:
         | You have the current unicorns, basically anything from about
         | the time YC started, and then you have the old school unicorns.
         | 
         | For comparison, Microsoft IPOed in 1986:
         | 
         | > The company's 1986 initial public offering (IPO) and
         | subsequent rise in its share price created three billionaires
         | and an estimated 12,000 millionaires among Microsoft employees.
         | 
         | https://en.wikipedia.org/wiki/Microsoft
         | 
         | I would really, really want to know if anything more recent has
         | gotten to that level of widespread distribution of the riches.
         | 
         | I kind of doubt it, such an event would probably be considered
         | Communist by modern standards :-)
        
           | kaiokendev wrote:
           | Facebook, although it didn't have nearly as many employees
           | upon its IPO
        
           | ilamont wrote:
           | _an estimated 12,000 millionaires_
           | 
           | One of them is my neighbor, an early Microsoft employee. She
           | basically retired in her 30s.
        
         | o283j5o8j wrote:
         | I did early employee several times because I didn't know any
         | better, didn't have anyone around to tell me not to. I won't do
         | that again. All the risk, none of the reward. 1% of $10-20M
         | after 4+ years of 80hrs/wk is less than the difference between
         | a startup salary and a good salary over that same time.
        
         | jejeyyy77 wrote:
         | most i know who work as eng #1 (non founder), are new grads who
         | couldn't get into FANG. So mainly just looking for
         | experience/inflated job title to boost their resume.
         | 
         | So not like these startups are getting top senior talent who
         | obv will want to get PAID.
        
           | tmpz22 wrote:
           | I went this route and now have a resume of inflated titles. I
           | learned a lot and believe I can do some things in the top 10
           | percentile, just not the things many companies are currently
           | hiring for (top 10 percentile in a narrow development
           | skillset such as ML, or a specific language, or algorithms).
           | 
           | Im cynical and ultimately an rebuilding my dev career around
           | a platform that will give me opportunities for
           | entrepreneurship AND individual contributor work as an
           | employee (Apple Ecosystem - iOS client development + product
           | dev/mgn).
           | 
           | If I were to do it over again I 100% would've avoided
           | startups early in my career when I could lean on junior
           | positions to grow in a more mainstream manner. I'd have more
           | money in my pocket, less stress, and less cynicism.
           | 
           | --
           | 
           | The problem is there is objectively zero way for fresh grads
           | to learn these lessons. Even with prominent threads like
           | these being available to some, the bearish attitude in every
           | other thread will be more appealing to a fresh grad.
        
         | wnolens wrote:
         | I almost left for an ultra early startup, still running on seed
         | money. They offered a typical SDE2-Senior salary + 1%. I was
         | kind of offended. I'd be inventing their core technology (which
         | didn't exist yet and which their CTO wasn't fit to do) and
         | probably interviewing every engineer and growing them.
         | 
         | Even IF they achieved a 100-300M exit, after dilution I would
         | be compensated at best par with a FANG Senior over about 5-7y.
         | 
         | I was pretty excited about joining and would have been all-in.
         | So I asked for 2-3% and was denied. Looking back, I'm glad
         | because even 3% isn't worth it. Not when the founders are
         | taking 10x.
        
           | indymike wrote:
           | > . I'd be inventing their core technology (which didn't
           | exist yet and which their CTO wasn't fit to do) and probably
           | interviewing every engineer and growing them.
           | 
           | I see this a lot in failing startups:
           | 
           | The CTO is a pure manager who can't do any actual
           | engineering. The result is that the shares and salary that
           | could have been traded for getting product to market faster &
           | better ends up being burnt on an empty chair.
        
         | bagels wrote:
         | I completely disagree on the risk. What was the opportunity
         | cost for you in founding? Are you taking a salary comparable to
         | your FANG comp? Usually the early employees are getting paid a
         | lot closer to their market rate than the founders are.
        
       | demondemidi wrote:
       | " Being a software engineer who has a strong preference for
       | creativity, problem-solving, and autonomy"
       | 
       | That's nearly every engineer or programmer I've ever met, not
       | some rarity.
        
       | gardenhedge wrote:
       | The difference is: no founder === no company at all. no first
       | employee === not a problem, hire another one.
        
       | api wrote:
       | It's all relative. Founders that actually make it to series A
       | levels have options to take money off the table (usually) and
       | often what most Americans would consider a great salary, but if
       | you do the math vs getting a massively overpaid FAANG job and
       | include the odds of the startup imploding founder is actually a
       | tougher gig.
       | 
       | I refer to dilemmas like this as "zeroeth world problems."
       | 
       | Of course like I said... relative. It is nowhere near as tough a
       | gig as schoolteacher or service industry worker, at least
       | financially, though there can be a lot of stress and some mental
       | health risks.
        
       | MobileVet wrote:
       | This is a great post and I am glad it is getting high visibility.
       | Everyone involved in a startup should understand this and
       | consider it as part of their 'do I join' calculation.
       | Additionally, founders shouldn't try to hide it nor should they
       | horde the returns.
       | 
       | Clearly founders are the reason the business exists, but the
       | whole team is the reason it succeeds, everyone deserves a piece
       | of the reward. Mark Cuban is a famous founder that understands
       | this and distributing gains well before his big win. [1]
       | 
       | One piece of feedback on the terms, 3 month w/ 10 yr window is
       | pretty rough for the company. You will end up with a bunch of
       | random people on the cap table... people that didn't really
       | contribute much in the overall picture. That is annoying as you
       | raise and downright frustrating when you exit. I would suggest
       | you go back to a 12 month cliff w quarterly going forward and
       | maybe set the window at years served, rounding down. My 2 cents.
       | 
       | [1] https://www.businessinsider.com/mark-cuban-employees-
       | million...
        
       | rasengan wrote:
       | This is weird AF.
       | 
       | I gave 20pct to my employees and didn't have to write a blog post
       | about it.
        
       | throwailearner wrote:
       | Posting from throwaway so I can be very open.
       | 
       | I joined a YC startup as engineer #1 with close to $200k salary
       | and 2% options vesting at the usual 4 years, with a 10 year
       | window.
       | 
       | I feel like this was bettern than usual, and for a while felt
       | like I struck an awesome deal, but as time went on I realised I
       | was building everything single-handedly, while getting (at best)
       | 2%, which started to annoy me deep down.
       | 
       | Over two years in I'm considering quitting, for multiple reasons.
       | I still believe there is a good chance of getting to an exit at
       | some point, but I don't like the vibe and culture here, and
       | honestly between cashing out 1.X% and cashing out 2% I don't see
       | the point.
       | 
       | If I had been given a much higher chunk (>5%) there is a good
       | chance I would've stayed, so we'll see if they value me enough
       | with a counteroffer when I give my notice.
       | 
       | All in all, and reading through all of this I would never join a
       | startup under these terms again, if I'm engineer #1 then I'm
       | getting at least 10% and essentially being a cofounder. Otherwise
       | I want a salary that's on par to a bigger company.
        
         | sleepingreset wrote:
         | out of college directly, would you recommend a similar
         | position? looking for early career options
        
           | shortrounddev2 wrote:
           | I don't think you could get hired as engineer #1 straight out
           | of college
        
             | disgruntledphd2 wrote:
             | And even if you could, you probably shouldn't. Go get
             | experience with a bigger company first, so that the startup
             | experience is more useful to you.
        
           | djbusby wrote:
           | I'd say take a startup. Those early companies don't have a
           | lot of staff so you can try lots of things, wear lots of
           | hats. Good experience. Take cash, don't get played by
           | options/equity. When you find the hat you like move into a
           | more stable role.
        
           | aketchum wrote:
           | i joined as founding engineer as my second job, 2 years after
           | college. The founders were the same age which I think let
           | them consider a young founding engineer. It worked out for me
           | and I think if you have the opportunity then it is a great
           | time to take the plunge. Knowing what I know now I would
           | likely not take the same role at 30 due to lifestyle
           | requirements (have wife and house now, back then I was paying
           | very little for rent with roomates and had no issue with 12
           | hour days. I think the risk can make sense early in your
           | career but most founders probably dont want to risk it on an
           | untested dev with sub 3 YoE.
        
         | cosmic_quanta wrote:
         | I've been thinking about the equity split amongst early
         | employees. Our startup is reserving 20% of equity for early
         | employees. How about a division by 2 every time? First employee
         | gets 0.5 x 20%, second employee gets 0.25 * 20%, etc.
         | 
         | Early employees are better rewarded for the risk, but later
         | employees (e.g. #10) will get basically nothing. It's all about
         | tradeoffs
        
           | romanhn wrote:
           | At 10 employees the company is still incredibly risky. With
           | this scheme you'll never grow past that size.
        
             | cosmic_quanta wrote:
             | Well, the alternative (which appears to be the status quo)
             | is to give lower % equity to the first ~50 employees.
             | 
             | What do you think is the ideal breakdown of equity for
             | early employees?
        
               | zenlikethat wrote:
               | people already do a variant of "earlier gets more, later
               | gets less" that's a lot smoother/linear than your scheme
               | and can be customized and adjusted to roles (engineers
               | get more than salespeople as an example). With what you
               | describe, offering some exec down the line 0.5% or
               | whatever is impossible.
               | 
               | You need flexibility because at any moment some killer
               | candidate might come along that you need to juice the
               | grant for. Just being earlier doesn't mean they
               | contribute more to the company
        
               | cosmic_quanta wrote:
               | That makes sense, thanks
        
               | RhodesianHunter wrote:
               | > Just being earlier doesn't mean they contribute more to
               | the company
               | 
               | No, but being earlier does mean taking on more risk,
               | which is the whole argument founders and seed investors
               | make for their cuts.
        
               | zenlikethat wrote:
               | But you can leave easily. and in 2024 I think people
               | should insist on getting a decent salary (FAANG is
               | impossible, but for most of the country, "even just"
               | $170K is eye watering), and work life balance (sure, you
               | will have to put in extra hours sometimes, but if it's a
               | 12 hours a day shop, don't join). Founder should work a
               | lot more aggressively, live a lot more spartan, and
               | obviously is shackled to the damn thing with no
               | optionality.
        
         | palata wrote:
         | $200k? Do you live in a place where this is considered a bad
         | salary?
        
           | CSMastermind wrote:
           | It's normally considered a bad salary in comparison to what
           | you could be making. I won't speak for the poster but I left
           | a ~$1m / year TC job ($300k base the rest RSUs) to join a
           | startup. I have a good salary compared to the population at
           | large but it's a fraction of what I could be making on the
           | hope that my equity turns into something meaningful that
           | makes up for it.
        
             | palata wrote:
             | I wish I knew how to get to $200k. Not even mentioning
             | 1m/year, that seems absolutely insane to me.
        
               | hedora wrote:
               | The easiest way is to move to the SF area. However,
               | you'll end up spending most of the after-tax pay on
               | housing, food, etc. For example, rent on a 1 bedroom
               | apartment in the suburbs is going to be $30-60K per year:
               | 
               | https://www.zillow.com/santa-clara-
               | ca/apartments/1-bedrooms/
               | 
               | The cost of pretty much everything around here reflects
               | that cost of living. Businesses have to pay workers
               | enough to allow them to live in the area.
        
           | BiteCode_dev wrote:
           | It's not just a matter of place, but what you can have if you
           | work for Google instead. I can make $200k as a freelancer in
           | France, but much more as a Google employee.
        
             | palata wrote:
             | $200k is extremely high for France. Even half of that is
             | high. I wish I could do that.
        
             | lelandfe wrote:
             | Levels.fyi has no Paris salaries @ Google >$292k (for a 12y
             | tenure) https://www.levels.fyi/t/software-
             | engineer/locations/greater...
        
         | sashank_1509 wrote:
         | 10% to a founding engineer almost never happens. You're in
         | cofounder territory. There really are 2 reasons to stay in the
         | startup,
         | 
         | 1. The startups reaches a great valuation. If it reaches a 1B
         | valuation, then even assuming 50% dilution, you have 10M for 2+
         | years of work, almost 3-5M per year TC! Yes your founders are
         | earning much more but comparison is the thief of joy, you just
         | got a salary that no big tech company could match (unless
         | you're in C suite)
         | 
         | 2. The startup doesn't reach a large valuation but grows
         | rapidly making you in charge of a large group. This too is
         | useful, promotions in big tech have a very standard time
         | schedule, it takes 8-9 years to reach staff (or never) and then
         | 4-5 years for every subsequent promotion if it happens. With a
         | startup, if as a founding engineer you gain experience leading
         | a team of 50 people, you're scoped for staff and above in your
         | next job hop. Of course you need to sell this in your
         | interviews but I've seen this happen and it can be worth it, if
         | you played your cards right.
         | 
         | If none of this is possible, you should leave.
        
           | darkwizard42 wrote:
           | TC isn't TC if it will remain illiquid for a number of years.
           | That is the issue described in the blog post. Founders get
           | great secondary liquidation in each round which helps realize
           | some of those gains. For you as the early employee you get
           | stuck with a now more valuable potential lottery ticket, but
           | no clarity on when it can be cashed in.
        
           | user_7832 wrote:
           | What seems weird/odd to me is (assuming I got it correct) OP
           | seemed quite important/essential to the working of the
           | company, if not the most important technical person. 10M is
           | nothing to laugh at, but I'd much rather get 500k from a
           | company valued at 5M than 10M from a 1B corp if I was the
           | largest contributor.
        
         | mrkurt wrote:
         | This sounds like a bad job and you should find another.
         | 
         | At some point you were happy with $200k and 2%. Now you aren't.
         | I don't think there's a bump that they could give you at this
         | point that would make you want to tolerate the shit that's bad
         | about the job.
         | 
         | Note that this is a bad job. Startups are more prone to
         | creating bad jobs.
         | 
         | The math for employee #1 at a startup is almost never ideal if
         | you're being completely rational about expected value. That is,
         | I think, a separate problem than you're dealing with.
        
           | zenlikethat wrote:
           | The ideal reason to be engineer number one tbh is if you want
           | a playground (for lack of a better way of putting it) to
           | build the system out the way you want. That will be of high
           | value to specific people (Architects, not the LinkedIn kind)
           | and low value to most of the population who just sees a job
           | as a means to an end.
           | 
           | But for some people, direct access to an AWS account and
           | license to build as they please is intoxicating.
        
         | stevesthrowaway wrote:
         | throwaway acct here. I left a flagship tech company with $500k
         | total comp and joined a startup as engineer #1 with 5% options
         | over 4 years. My salary is current $120k and I'm losing money
         | each month, although I've been promised that will changed as
         | soon as we raise more.
         | 
         | We are going to raise a Series A in the next few months. I know
         | a little bit about this stuff, but not enough that I'm
         | confident in exactly what to expect over the next few years,
         | nor enough to know that I've negotiated properly (thought I did
         | lol) and are protecting myself enough. This thread is scaring
         | the shit out of me. I have a good relationship with the two
         | founders and not afraid of being candid with them. Would
         | appreciate any advice.
        
           | moneywoes wrote:
           | hate to blow your bubble but this sounds like a bad deal. do
           | you even know the denominator on equity? look at liquidation
        
           | gen220 wrote:
           | You should be candid with them that you're uncomfortable with
           | the cash portion of your comp.
           | 
           | 5% is an unusually high % of equity, the founders likely
           | assumed you were happy to trade-off cash for equity. Series A
           | is usually a dilutive round and it's normal to grant people
           | like yourself more options to compensate for the dilution
           | (i.e. to keep you at 5% of the new cap table).
           | 
           | My 2C/: I know people in your position who have ~$200k cash
           | comp in addition to meaningful equity. Don't feel bad about
           | asking for more cash, if your founders have a good
           | relationship with you and you're providing value for the
           | company, they'd rather invest the marginal cash in you and
           | keep you happy + comfortable.
        
             | RhodesianHunter wrote:
             | > I know people in your position who have ~$200k cash comp
             | in addition to meaningful equity.
             | 
             | That's great, so long as its taken within the context of
             | "200k is way more than the average US engineer makes
             | without any equity"
        
             | stevesthrowaway wrote:
             | Thanks, I feel a little better about the situation. I
             | pushed pretty hard for the equity. One of the founders knew
             | me and sought me out, so I leveraged that a bit. When I
             | signed on, the plan was to raise a new round within a 2
             | months, which would be accompanied by a bump. But for
             | reasons not worth getting into, we waited about 9 months. I
             | padded my bank account in preparation, and I'm just about
             | to tap into savings, which I really want to avoid.
             | 
             | I just told them I need around 200 to be comfortable. And
             | that's the truth. Response was good, and they can't match
             | that now, but they will. I'm working for good people I
             | trust. And we are building some pretty awesome tech that
             | are much needed in our industry.
        
         | aeyes wrote:
         | What I don't get is that you are engineer #1 but you say the
         | vibe and culture are bad.
         | 
         | Why didn't you build a better culture? I very much doubt that
         | the management team took all the hiring decisions on their own
         | after they got you on board. I'd say the most important part of
         | my job as #1 was to hire and build the team.
        
         | moneywoes wrote:
         | how much effort are you putting here wrt to your previous job
        
         | zenlikethat wrote:
         | Compensation wise, that's a great startup job, especially with
         | such an insanely generous exercise window. Where I think you
         | maybe went wrong is, if you are building everything, it's not a
         | collaboration with the founders, which is half of the fun of
         | everything.
         | 
         | I suspect it's more about the culture than the numbers. You say
         | on one hand, oh I'd probably stay for 3% more, yet, you don't
         | see the point to earn another 1%. Your salary is pretty good
         | man. Meanwhile they are burning $250K every month into smoke
         | 
         | 10% is not realistic. That's the whole employee options pool. I
         | mean imagine if at your current job, someone worked there for a
         | year before you, then walked away with more than your entire
         | current equity grant, never to be heard from again. That's what
         | you're describing.
        
         | VHRanger wrote:
         | If you're building everything singlehandedly, then you have
         | leverage over your employer and investors.
         | 
         | You should use that leverage to renegotiate your pay. You'd
         | lose nothing because you're considering quitting anyways.
        
       | gafferongames wrote:
       | Two words: opportunity cost.
        
       | palata wrote:
       | > Founders often feel guilty that they are getting liquidity
       | (they shouldn't)
       | 
       | Well they should not feel guilty that they are getting liquidity,
       | but I think they should feel guilty that their employees get
       | pretty much nothing in comparison.
       | 
       | > Investors, founders, and employees all believe that founders
       | are taking more risk than early employees (this isn't true once
       | founders have exclusive access to liquidity)
       | 
       | As an employee in multiple startups, I can tell you that I never
       | thought that. One startup went well, the founders got rich and I
       | did not even compensate the salary compared to being in an
       | established company (and I'm not even talking FAANG). When the
       | startup goes bad, then the employees are screwed as well.
       | 
       | Employees actually have the risk of getting fired, of being lied
       | about the finances of the company, etc.
        
       | danw1979 wrote:
       | > Investors and founders both tend to think that if employees
       | knew founders were getting liquidity that that would negatively
       | impact employee morale (it wouldn't)
       | 
       | It would. Knowing that founders are cashing out and I'm not able
       | to would be a very good reason to walk away, in my rather old,
       | maybe slightly cynical opinion.
       | 
       | I get the need to hedge your bets, but employees should be able
       | to that too.
        
       | lenerdenator wrote:
       | Accumulating capital becomes easier as you gain more capital,
       | which is exactly why we need to abolish stock option pay packages
       | and tax these people. Film at 11.
        
       | abpavel wrote:
       | It's clear that the author is first time founder. The article is
       | disingenuous in that it talks about secondary availability, but
       | the solution is longer exercise and shorter vesting? That
       | wouldn't solve WeWork situation at all. Also, the risk of
       | founders and employees is not comparable. A good analogy of the
       | relationship is Landlord vs. Tenant. Founder burdens statutory
       | obligations, is responsible with their personal belongings, has
       | to lay the groundworks, and get the investors. Employee has to
       | pass a job interview. If company fails, both lose a job, so that
       | part is shared. First employees are sometimes special, but they
       | are not founders. Musk was not even an employee and he became
       | founder of Tesla.
        
       | HarHarVeryFunny wrote:
       | I've read that Sam Altman's net worth has ballooned from hundreds
       | of millions (mostly tied up in Helion) while at OpenAI to
       | billions, and that despite all his protestations of not making a
       | penny from OpenAI, he also has/had a $10M investment in the
       | (~100x profit capped) for-profit part of OpenAI...
       | 
       | Given Altman's slippery relationship with the truth, I have to
       | wonder if his sudden significant increase in wealth, if true, is
       | due to having participated in an early "liquidity event" as the
       | article describes. Did he sell part of his shares to Microsoft,
       | perhaps ?
        
       | nimish wrote:
       | Being a "founding engineer" is a sucker's game unless you have
       | some very specific goals.
       | 
       | Nearly all the same risk, 99% less reward.
        
       | bob1029 wrote:
       | I just got off the ride (at a small startup) after ~9 years. Not
       | much to show for it economically, but I did gain a lot of
       | confidence and experience around how to actually run a business.
       | I've picked up a lot of lessons, most in what _not_ to do. I 'd
       | say it was absolutely worth it compared to alternative paths that
       | I was previously on.
       | 
       | My biggest takeaway is to focus on compelling problems, rather
       | than delusions of financial grandeur. I've learned that solving a
       | hard thing and hearing the feedback from the customer brings me a
       | lot more joy than hypothetical promises of extra cash in the
       | bank. The money is a mind killer for me, especially when it's not
       | real yet. Stock options are no longer something that interest me.
       | I'll negotiate additional salary instead. The only company with
       | stock options I am interested in would be a company that I
       | personally found and retain control over.
       | 
       | One other lesson is to pull the rip cord the microsecond you
       | think something doesn't feel right with management/leadership. I
       | started thinking things like "does anyone care about the sales
       | funnel?", "Why are we only talking to _one_ prospect at a time!?
       | ", etc... The chances you will be able to "fix" some other person
       | in this setting are pretty much zero, unless they actively want
       | to be helped. I feel like I could have jumped off this ride at
       | the ~7 year mark and walked away with 99% of the wisdom I have
       | right now.
        
       | hemloc_io wrote:
       | Damn I was writing a blogpost about this exact problem inspired
       | by a talk w/ a friend of mine.
       | 
       | Being an early engineer is the worst deal in all of tech, the
       | people I've seen do it are either comfortably wealthy or just
       | don't care about money.
        
       | yieldcrv wrote:
       | Delaware allows for employee shareholders to demand some
       | transparency, but it doesn't apply to options holders.
       | 
       | VCs and Founders should be far more forthcoming to sweat equity
       | participants. Delaware could mandate that too.
       | 
       | I've been on both sides, where leadership gaslights candidates
       | and employees about why their tiny stock grant is so generous,
       | diluted in the best case scenario. And on the other side where
       | leadership is confused why someone with prior financial success
       | would want to be an employee at all since its so obviously shit.
       | That's sad to me that they can put on two faces, and its enabled
       | in a way that securities laws were made to mitigate.
        
       | jaksmit wrote:
       | dunno why the writer opted for this: "Our equity packages vest
       | over 3 years instead of the industry standard 4-year period."
       | 
       | given it takes a long time to build companies; so on the
       | contrary, many startups are instead opting for like 6 year
       | windows.
       | 
       | "We allow employees to exercise options up to 10 years after they
       | leave instead of 90 days." - the reason that 90 days is more
       | standard is that it's more tax effective than having options
       | exercisable for 10 years, though many companies are making a
       | compromise on this recently
        
       | p0seidon wrote:
       | This thread is more entertaining than both TikTok and Netflix
       | combined, which is truly exceptional.
        
       | stratigos wrote:
       | As someone who has worked in startup environments for 20 years,
       | its rather offensive that anyone in 2024 would claim that
       | employees arent taking risks.
       | 
       | In todays salary brackets, one could be comfortably making 220k
       | as a staff dev some huge healthcare/pharma tech firm. One may
       | also feel the job is boring, soulless, and mostly uncomfortable.
       | Then one may choose to work at an exciting AI startup for ~160k,
       | and suddenly find themselves way happier, growing more, and
       | engaged. One just took ~60k worth of risk right there, not to
       | mention that it could be come $0 tomorrow, and one likely now has
       | crap healthcare benefits, given the startup status.
       | 
       | That 60k could be a million dollars in ~15 years if invested
       | wisely.
        
       | matco11 wrote:
       | Yeah. This misses the point that founders often go unpaid for
       | long periods of time.
       | 
       | Those payments catch founders up to being able to have a "normal"
       | lifestyle - which enables them to perform their CEO or CTO jobs
       | better. A CEO having issues with making ends meet at home, having
       | personal debt, and eating ramen can sustain that additional
       | pressure forever. It's in the interest of VCs to arrange things
       | so that founders can focus 100% on the success of the company.
        
       | totorovirus wrote:
       | What shines better in a resume? ex-founder or ex-founding
       | engineer? If ex-founder is a better role for next job, I think
       | founders are taking much less risk than founding engineers. They
       | get all the exposure to talking to rich people, VCs, learning how
       | financial game works, which i regard much more rewarding career-
       | wise.
        
       | corry wrote:
       | Three interesting part of the discussion:
       | 
       | (1) The opportunity cost to the founder of taking early
       | liquidity:
       | 
       | If a founder cashes out 10% of their position for $500k @ $25M
       | Series A valuation, that de-risks a lot of their personal life.
       | But when the startup ends up selling for $250M, that $500k of
       | 'early' selling would have been worth $5M (less any dilution
       | between rounds) - hard not to regret the choice in that case even
       | if hedging is going to be the correct choice 99% of the time.
       | 
       | (2) Meaningful vs. not-meaningful amounts:
       | 
       | From my prev example, the founder sells 10% of their position for
       | $500k. Well, if all employees were allowed to sell up to 10% of
       | their positions too, would that even matter to them? If you were
       | an employee and had $200k total value in your options, and you
       | could sell 10%, you're getting $20k. Not really enough to de-risk
       | your life although still might be welcome (and employees would
       | appreciate having the choice).
       | 
       | (3) Sellers need buyers:
       | 
       | In order for there to be a seller of shares, there needs to be a
       | buyer. The founder is effectively choosing his buyer and future
       | business partner by taking investment and choosing to give that
       | buyer more control over the corp by selling him even more shares
       | (his personal shares). The buyer wants to make the founder happy
       | and de-risk their downside so they can be more aggressive or big-
       | picture or whatever, plus is happy to own more of the company
       | assuming it's a hot round.
       | 
       | But what does the buyer want to achieve by purchasing the
       | employees shares? Just to own a little bit more % of the corp?
       | For amounts that might not even matter for the employees and may
       | de-incentivize them?
       | 
       | It's all very complicated and perhaps there are nuances that make
       | every situation unique.
        
         | neilv wrote:
         | > _If a founder cashes out 10% of their position for $500k @
         | $25M Series A valuation, that de-risks a lot of their personal
         | life. But when the startup ends up selling for $250M, that
         | $500k of 'early' selling would have been worth $5M (less any
         | dilution between rounds) - hard not to regret the choice in
         | that case even if hedging is going to be the correct choice 99%
         | of the time._
         | 
         | IMHO, it's _very easy_ _not_ to regret, with those particular
         | numbers.
         | 
         | I'd take $500K now plus possibly $45M later -- over $0 now and
         | possibly $50M later.
         | 
         | I'd take that deal even if "possibly" were "guaranteed".
         | 
         | (Who might regret that is a founder who was otherwise already
         | wealthy.)
        
           | simonebrunozzi wrote:
           | You are not taking into account QSBS. [0]
           | 
           | When you sell your stocks before 5 years of holding period
           | has passed, you pay significantly higher taxes. So you don't
           | get 500k net, you get 500k gross, or probably 300k net. Which
           | makes the de-risking less compelling.
           | 
           | [0]: https://www.investopedia.com/terms/q/qsbs-qualified-
           | small-bu...
        
             | nine_k wrote:
             | This is when you immediately liquidate your stock position,
             | instead of taking a loan using it as a collateral, which
             | would likely cost you 10%-15% in interest, not 30%.
        
               | andrewmutz wrote:
               | No, in this example the person sold equity in order to
               | get the 500K. They can't use the equity as collateral for
               | the loan because they dont own it anymore
        
               | nine_k wrote:
               | Yes. They should not have if they were to optimize taxes.
        
               | tyre wrote:
               | But then they're paying interest and very few startups
               | are going to have stock that a someone will lend against.
               | I cannot imagine someone taking Series A stock as
               | collateral for a loan.
        
             | lotsofpulp wrote:
             | I do not see the purpose of this nitpick.
             | 
             | The numbers are made up anyway, adjust up by a few hundred
             | thousand and the point that securing one's shelter is worth
             | foregoing winning the lottery still stands.
        
           | brightball wrote:
           | Exactly. About 15 years ago I was offering equity in a good
           | little startup. I didn't take it because I just wanted to go
           | somewhere with a higher salary.
           | 
           | When they finally sold about a decade later I ran the numbers
           | and determined it would have been about $40,000 based on the
           | actual sale price.
           | 
           | There's no guarantee of a $50M exit for anybody.
        
           | remus wrote:
           | Not to mention that in reality there is no guarantee you'd
           | end up selling for $250m. $500k now would look pretty damm
           | good if the whole thing tanks and the other 90% of your
           | shares become worthless.
        
           | corry wrote:
           | Regret is perhaps too strong of a word. But $5M is $5M even
           | if you have $45M. Sure, it won't change your life since you
           | have the $45M, but the incremental investing / philanthropy /
           | estate / family help etc that it allows you is real in
           | absolute terms.
           | 
           | The other thing I've noticed is that for people on the other
           | side of this transaction, it's not like "smaller numbers" all
           | of a sudden become immaterial. $1M is still $1M. $5M is still
           | $5M.
           | 
           | Again, I'm with you, I don't think it's regret exactly. But
           | post hoc you might choose differently, even if it's the
           | rationale choice at the time.
        
             | sarchertech wrote:
             | >$5M is $5M even if you have $45M
             | 
             | The whole concept of diminishing marginal utility is that
             | this isn't true. The first $5M is worth far more to a given
             | individual than the last $5M.
        
             | bruce511 wrote:
             | Your argument is treating the future as knowable and
             | certain, while not accounting for the value of risk.
             | 
             | I guess you'll feel pretty bad if you pay for car insurance
             | for 40 years, and never have a crash.
             | 
             | If the 100% upside is guaranteed, then sure, you should
             | hang on.
             | 
             | But if "anything can happen" then cashing out 10% now, and
             | providing a "can't fail" safety net, is well worth it. The
             | reduction of risk of "losing it all" is well worth the 10%
             | premium. And if the (somewhat unlikely) big exit ever
             | happens you still have 90%.
        
           | neilv wrote:
           | Just to clarify about taking the $500K rather than _even
           | guaranteed_ additional $5M ($50M vs. $45M) years later...
           | 
           | $500K is an immediate big quality of life boost for most
           | people.
           | 
           | For example: a condo/house downpayment, which lets you move
           | out of cruddy ramen apartment, to routinely get a good
           | night's sleep. And/or that relieves some of the various other
           | startup salary level money stresses on your family.
           | 
           | I think this can also be aligned with the goals of the
           | startup. You don't want people so "hungry" that the stress is
           | hurting their health and their home lives. You want them
           | motivated by the mission, the work, the environment, and the
           | possible big liquidity windfall in the future -- but not by
           | desperation.
        
           | dheera wrote:
           | Exactly. As a former founder who dealt with hospitalization
           | and thousands of dollars a year in medical bills on the sh!t
           | insurance startups can afford, I too would rather have 500K
           | now than 50M later. There's also a good chance I could turn
           | 500K into 5M-20M in 10 years with reasonably low risk
           | investments.
           | 
           | Plus, setting 100K aside for medical bills and even throwing
           | the 400K into Bitcoin is a far less risky investment than me
           | NOT being in a FAANG and accumulating 401K money which is
           | absolutely critical if you want to keep up with the rising
           | cost of life through retirement. When everyone else who
           | joined Google or Meta out of college and now has a 10 million
           | net worth at 40, that defines the cost of living in the area,
           | and that's the bar you have to keep up with if you want to
           | still live here at 40, 50, 60. Chipotle will cost $50 in a
           | few years. A 1 bedroom apartment will cost $5000 in a few
           | years. UberEats was $15 when it started, already costs $50
           | for lunch in my area, and at this rate, it will be $200 in a
           | few years. Because those people can afford it, so greedy
           | owners and greedy landlords will up their prices, so I will
           | have to pay not just my $5000 rent, but also the Chipotle
           | worker's rent, and the Chipotle franchise's rent, in order
           | for their prices to stay profitable. The cost of living in
           | the bay has tracked the S&P500, not the CPI. YOU will be
           | priced out if you didn't have liquidity at a younger age to
           | throw into some investments.
           | 
           | I'm at a large company right now. Being compensated enough to
           | be able to afford life in the bay area _now_ , having enough
           | income to afford a mold-free modern apartment in a place
           | where I don't need to worry about getting mugged, and hedge
           | the risks of all the crap that's going on in the world was a
           | big part of my reason to join one. If I had enough saved to
           | "feel safe", I would absolutely be doing a startup again.
        
         | ipsento606 wrote:
         | > hard not to regret the choice in that case even if hedging is
         | going to be the correct choice 99% of the time
         | 
         | in the scenario you outline the founder sells the remaining 90%
         | of their position for $45MM?
         | 
         | I don't think many people would experience any real regret at
         | "only" getting $45.5MM instead of $50MM, due to declining
         | marginal utility of money
        
         | thunkshift1 wrote:
         | Also bake in the fact in your calculations that 9/10 startups
         | will not see the kind of success you are talking about. And the
         | authors point still stands.. the founder made some money at
         | liquidity event at round A vs ... making even more money later
         | if he doesnt sell?
        
           | galaxyLogic wrote:
           | Bird in hand is better than 3 in the bush
        
         | cashsterling wrote:
         | Great points... as to #3, investors are often happy to be
         | buyers. They are buying shares anyways that would otherwise
         | have to be created. Allowing founders and employees to sell
         | shares lowers dilution vs. creation of new shares... usually
         | this is not a large effect, but still not bad for current &
         | future investors.
        
           | yuliyp wrote:
           | I mean it effectively means that the amount of cash going
           | into the business is less than it otherwise would have been.
           | The company wanted $5M of cash. With the owner selling $500k
           | worth of shares it means they had to find $5.5M to be
           | invested.
           | 
           | The only reason it happens is that the founder is negotiating
           | both on behalf of the business and a bit for themselves.
        
             | ishan0304__ wrote:
             | I mean it basically means that the founder is not some dude
             | in early 20s who can crash on a couch and work off coffee
             | shops, they r going thru life as well and they r the one's
             | who drove success so they rightfully expect a piece of that
             | success
        
         | WalterBright wrote:
         | For me, it's always regret:
         | 
         | 1. If I buy stock, and the stock goes down, I regret buying
         | 
         | 2. If I buy a stock, and the stock goes up, I regret not buying
         | more
         | 
         | There's no winning :-/
        
           | flowingfocus wrote:
           | I find that it sometimes easier to accept this as this is
           | just how life is when I read people with experience write
           | about this. If this is true for you as well:
           | 
           | There is a good book review about it on SSC
           | https://www.astralcodexten.com/p/your-book-review-the-
           | laws-o...
           | 
           | > Whether or not you make money, you have regrets! If you
           | profited, you could have made more. If you lost money, you
           | shouldn't have made the trade at all. Like death and taxes,
           | you can't avoid adverse selection.
        
         | PheonixPharts wrote:
         | > hard not to regret the choice
         | 
         | If you can't handle "regret" in these cases, then you probably
         | shouldn't be in a position where you're deriving the vast
         | majority of your income/weatlh from investments (which is
         | fundamentally what a CEO does).
         | 
         | It's astounding how many ICs can't wrap their heads around the
         | concept that holding onto your RSUs make absolutely no
         | financial sense. With rare exceptions, this doesn't make sense
         | for anyone. And yet, fear for "regret" keeps people holding.
         | 
         | But it's not shocking that even in tech many ICs are not good
         | at reasoning financially. But if you want to be a co-founder,
         | and hold a lot of your wealth in investments it's essentially
         | that you learn to reason, plan and accept outcomes accordingly.
         | Otherwise you're more-or-less a professional gambler.
        
           | skybrian wrote:
           | I believe in diversification and index funds for most people,
           | but this seems overdone.
           | 
           | The issue here is that sometimes if you procrastinate about
           | diversifying, it pays off very well. As a Google employee
           | (who joined after IPO), it was by far my best investment and
           | funded my retirement.
           | 
           | I guess that's accidental gambling. I did have other
           | investments.
        
             | lurking_swe wrote:
             | Yes that's accidental gambling. Or what i like to call "at
             | the right place at the right time".
             | 
             | Ask a Yahoo employee how that same plan would have worked
             | out for them.
             | 
             | That being said, good for you. :)
        
               | mgfist wrote:
               | Mostly agreed, but as an employee you do have some
               | semblance of material non-public information that gives
               | you a structural edge in assessing the stock. (This
               | probably works better at a 1k-5k company than a
               | Google/FB, but I can't say because I haven't worked at
               | the big faangs).
               | 
               | I've benefited financially from having a good sense of
               | how well things are going and holding/selling accordingly
               | (within the confines of the law and blackout periods, of
               | course).
        
             | nealchandra wrote:
             | The way you can test if it's accidental gambling is by
             | answering the following:
             | 
             | If you had worked at a different company with pure cash
             | comp equivalent to your RSUs, would you have invested the
             | same $$ in Google stock? Or would you have invested it
             | instead in an aggressive but diversified portfolio (e.g.
             | 100% S&P 500 or even just a bucket of blue-chip tech
             | stocks).
             | 
             | I am confident that for the vast majority of tech employees
             | they would choose the latter if they were operating in a
             | pure cash regime.
        
               | skybrian wrote:
               | No, I definitely wouldn't have invested so much in
               | Google. However, I'm not sure how much to attribute to it
               | being a default choice, versus the differences between an
               | inside versus an outside view.
               | 
               | It's easier to be comfortable investing long-term in
               | something you know well. While there's a lot I'll never
               | know about Google, I think I understand the company
               | somewhat better than others. For example, I can discount
               | a lot of news articles as being written by people who
               | don't really understand the culture. If I hadn't worked
               | there, I might worry more.
               | 
               | That's less and less true, though, as much has changed
               | since I left. And for investment purposes, maybe that
               | bias only seemed to be helpful, versus an outside view?
        
           | molyss wrote:
           | I'm going to rebound on that and explain why it doesn't make
           | sense to hold on to RSUs.
           | 
           | Disclaimer: I'm an IC myself.
           | 
           | I worked for my 1st company for 15 years. Held to their RSUs
           | most of the time. Then moved to another (public) company and
           | stayed there for a year before leaving. Now in a startup with
           | a lower salary and no immediate liquidity on my stock
           | options.
           | 
           | When you work at a public company, you have multiple
           | exposures to the company's growth: the RSUs that have already
           | vested, the RSUs that haven't vested yet and through your own
           | career growth and salary increase that goes with a successful
           | company. If you were early enough, you also get market cred
           | for having made the company successful. If the companies goes
           | under (or shrinks, or lays people off), all those assets are
           | at risk.
           | 
           | Usually, one has more in granted stocks than in vested
           | stocks. If your company just went public, you might have a
           | lote more sellable than in your pipeline, but even that is
           | unusual. Usually, you'll still have more in the pipeline than
           | you've already vested.
           | 
           | If your company has been public for a while, you should get
           | frequent refreshes, which means you still have a significant
           | numbers of unvested shares.
           | 
           | Regardless, you should sell as soon as you can, because of
           | the remaining exposure through unvested equity. Use the
           | proceeds to place in an ETF, or in a high-yield savings
           | account, or some more aggressive investment strategy. Or use
           | it for the downpayment on your house, or fund your kid's
           | college funds, whatever floats your boat.
           | 
           | Anyways, keep in mind that you still have a significant
           | exposure to the growth of the company through your unvested
           | equities. If you're worried about short-term cap gain, don't
           | be. If you sell immediately, there's no growth between cost
           | basis and selling price, so no cap gain. Another upside to
           | selling is that you're not bound by the blackout periods, so
           | your assets are much more liquid. And remember you still have
           | exposure
        
         | rybosworld wrote:
         | None of this is very good justification for founders being the
         | only employee that have the option to sell part of their stake.
         | 
         | > If you were an employee and had $200k total value in your
         | options, and you could sell 10%, you're getting $20k.
         | 
         | It obviously depends on your financial situation, but having
         | the option vs not will certainly matter to some employees. Not
         | to mention that the stake could well be worth $0 in the future.
        
           | earnesti wrote:
           | I don't think it needs any justification, really. The
           | investor decides, whom to sell to and how much. If the
           | founder doesn't want to organize a sale for employees, then
           | he doesn't do that. He would probably have to pitch it and
           | include it in to an already complicated funding round.
           | 
           | I totally understand why a typical founder doesn't want to do
           | that. If for you as an employee it is a deal breaker, then
           | you can complain about it, change company or whatever. It is
           | not like the founder owes anything to the employees (unless
           | he has promised that). Everyone in the equation are adults
           | and have to decide themselves, if the position they are in
           | makes sense for them with the terms they have.
        
             | rybosworld wrote:
             | > I don't think it needs any justification, really
             | 
             | From a founder's perspective sure, you can do what's best
             | for you.
             | 
             | That's not what this article is about. This article is
             | highlighting that there's a tendency in SV for founders to
             | cash out early, and _secretly_. And along with that, there
             | 's a tendency to paint a narrative that the founders _haven
             | 't_ sold a share. It's hard to see that as anything other
             | than deceptive.
             | 
             | It's one thing to join a startup that you know may not
             | succeed in the long run. It's another to join a startup
             | that has a founder whose been secretly cashing out along
             | the way.
             | 
             | Justification does seem necessary in that second scenario,
             | at least from a morality perspective.
        
               | earnesti wrote:
               | Lying to the employees is scammy and wrong. However
               | regarding that we would need more information what has
               | exactly happened. Not telling or not highlighting
               | something is not the same as lying.
               | 
               | Personally I'm not in the SV scene but from Europe, and I
               | don't know much cases of these early cashouts.
        
               | ishan0304__ wrote:
               | I mean I think it depends, why is it needed, the founder
               | is not working for his employees, it's the other way
               | around and he has the most risk involved, founders don't
               | make a lot of money in cash anyway and this is not pre
               | COVID, investment rounds r smaller, so u r basically
               | saying that a founder should only think about making
               | company and his team rich and if he fails he can die poor
               | while his employees can always jump ship with the cash
               | incentives they got
        
         | MisterBastahrd wrote:
         | $500K right now would pay off my home and do a good job of
         | setting me up for retirement in the future.
         | 
         | $5M when you already have $45M doesn't move the needle much.
        
         | fragmede wrote:
         | to put it bluntly asf, you're being poor (and I'm being
         | insensitive). what's $500k going to do for you if you come from
         | a rich family? you already have your rent paid for until you
         | die, and vacations paid for. all you have to do to do is put up
         | with your annoying family, which isn't the worst if you've been
         | through therapy. your mom or dad's abusive? if you've been
         | through enough family therapy, that's not a problem.
         | 
         | if you ask you mom or dad, whichever believes in you, they have
         | enough money to fund your dreams (if you care enough to ask) of
         | joining or starting a startup to become an (x)
         | CEO/salesman/builder/marketer/whatever for whatever you want to
         | build, and that includes signing onto some startup that won't
         | pay you a living wage until it fail-exists for $5 million and
         | everyone goes to burning man/Berlin/ibiza on the founders dime
         | (including rent for everyone N months).
        
           | Matticus_Rex wrote:
           | Yes, there are people who won't get the same benefit from
           | hedging like this.
           | 
           | But they're a small minority. Not that many people meet your
           | description here.
        
             | dayvid wrote:
             | Would be interesting to see average founder who can
             | fundraise large amounts and family income. I'd imagine they
             | tend to come from higher income backgrounds, though could
             | be wrong.
        
               | Matticus_Rex wrote:
               | I'm sure the wealthy are overrepresented, whether or not
               | they got financial help from their families while
               | starting/building the business. But there's a long gap
               | between "being rich makes it more likely to succeed" and
               | "most people who succeed are rich."
        
           | corry wrote:
           | My point is that the situation will vary.
           | 
           | Yes, if $500k doesn't move the needle on your life then the
           | question is moot anyways. Most first-time founders will be
           | closer to the poor end of the spectrum than the wealthy side.
           | 
           | There are people reading this for which $20k will change
           | their life (which in my example was the 'shouldn't matter'
           | amount instead of the $500k).
        
         | gwbas1c wrote:
         | I think the most interesting part of the discussion is that the
         | early employees almost always get the worst end of the deal:
         | 
         | Going in they have a lower salary than if they work for a more
         | established company.
         | 
         | Then, either their shares end up being worthless, or at the
         | final exit, they make less money than if they worked for a more
         | established company the entire time. IE: Being an early
         | employee in a startup is a lose-lose situation.
         | 
         | This is something founders need to understand when recruit
         | their early employees: These are often the most critical hires
         | for the business, and therefore it needs a high probability of
         | upside.
         | 
         | IMO: A series of retention bonuses, and/or guaranteed bonuses
         | at acquisition / funding events is a good solution. It's how
         | I've sidestepped the equity issue when I was employed during an
         | exit event.
        
           | corry wrote:
           | I'm curious why you think these employees -- who are getting
           | the worst end of the deal -- are working for startups in the
           | first place?
           | 
           | Either they have the skills to be a founder themselves or to
           | work at BigTech... or they are financially
           | ignorant/disinterested enough to not understand how equity in
           | corporations work? Or is the charming and misleading founder
           | who is to blame?
           | 
           | My point is that considering the high avg intelligence of the
           | typical startup employee, there must be something else going
           | on.
           | 
           | Clearly, people like working at smaller companies that have
           | potential to grow - maybe that's because there's more
           | interesting work, less bureaucracy, smaller teams, more of a
           | sense of a journey, etc. Easy to devalue these things, but
           | what else explains the fact that even when there's more risk
           | and likely poorer financial outcomes these otherwise very
           | intelligent people still choose to work at these companies?
        
             | underdeserver wrote:
             | Or they want to work at a small startup and have the
             | technical skills, but don't necessarily want to manage
             | people, work insane hours, and meet with customers and
             | potential hires instead of building the product.
        
               | sshconnection wrote:
               | An early stage startup is a bad place to avoid working
               | insane hours.
        
               | projectazorian wrote:
               | Chances are higher that those hours won't feel like
               | "work" though.
        
             | jedberg wrote:
             | I'm in that position right now, and have done it a few
             | times in the past (my entire career is switching between
             | startups and public companies).
             | 
             | I work for startups because I get a ton of responsibility
             | for things I would never get at a big company. I get a
             | chance to learn a ton of new stuff.
             | 
             | Through my career, I've made all my money at the public
             | companies, and had most of my skill growth from the
             | startups (Netflix being the big exception, where I both
             | made money _and_ leveled up my skills).
        
               | thruway516 wrote:
               | No Reddit f-u money?
        
               | jedberg wrote:
               | I did not get any stock in reddit when I worked there. I
               | worked there between when they were first acquired and
               | when they were spun back out. The guys I hired got f-u
               | money and I couldn't be happier for them, they deserve it
               | for how hard they worked and how long they waited!
        
             | hn_throwaway_99 wrote:
             | I think the other thing to realize is that the change in
             | this "startup calculus" has happened only relatively
             | recently.
             | 
             | The "old" calculus was that, being an early employee in a
             | startup, you'd make less cash money than at a "big corp",
             | _but_ if the company  "hit" you'd end up doing much better.
             | Just look at the stories of early Microsoft employees, or
             | the Google chef whose stock options ended up being worth
             | tens of millions. Obviously those are outliers, but it was
             | still common that early employees of "home run" startups
             | would be doing great.
             | 
             | But the thing that really changed the calculus is that the
             | FAANGs started paying _extremely_ well, especially as the
             | value of their RSUs skyrocketed. So the new problem was
             | that _even if your startup hit_ , you'd be doing about as
             | well as a senior engineer who was at Google for 5 years.
             | 
             | I know in the past YC itself has commented about this
             | dynamic, basically arguing that early startup employees
             | deserve more equity.
        
               | ozim wrote:
               | Part of vacuum up the talent strategy that made it more
               | expensive to launch any competition.
               | 
               | Other part, buying out any promising startups and letting
               | them rot on the sidelines of the main business.
        
         | dmitrygr wrote:
         | > when the startup ends up selling for $250M
         | 
         | s/when/in the statistically and historically very unlikely case
         | that/g
        
         | ericd wrote:
         | The strongly diminishing marginal utility of money after $10M
         | for most people makes that first $500k much more impactful than
         | $5M would be after you have $45M.
        
         | underwater wrote:
         | Another consideration is that employees are much less conscious
         | of the real value of their stock than founders, and you don't
         | want to make the (lack of) value of their shares too obvious in
         | the early stages.
         | 
         | If you tell them the value of their stock is $200k, and 90% of
         | that is imaginary, then they might start thinking about that
         | job offer with a 500k stock grant at a listed company.
        
           | natosaichek wrote:
           | This is basically arguing "It's good to deceive your early
           | employees about the value of their compensation" This is
           | morally repugnant to me, and I hope you're not an executive
           | at a company. If you are, I would not work for you.
        
         | phone8675309 wrote:
         | > If you were an employee and had $200k total value in your
         | options, and you could sell 10%, you're getting $20k. Not
         | really enough to de-risk your life although still might be
         | welcome (and employees would appreciate having the choice).
         | 
         | $20k would be a life changing amount of money for me right now
        
           | booleandilemma wrote:
           | What would you do with $20k that would change your life?
        
       | nbardy wrote:
       | I've got a job as a ML Researcher without a degree. I have
       | experience building multimodal generative products. Because I was
       | able to learn on the job at startups. I get to work on the
       | problems of my dreams for the rest of my life now.
       | 
       | 10 years ago the only jobs for machine learning were for PhDs at
       | big companies. If you want to join a nascent industry and you're
       | not a top college graduate you have to find a way in the back
       | door.
       | 
       | Don't do startups for the money do it for the career growth.
       | 
       | 10 years in startups out of college.
       | 
       | Even with two good exits. I didn't make much money as an early
       | employee, even in success, compared to FAANG peers.
       | 
       | If I went to big companies I most likely end up doing a lot of
       | web development and Im rich off the stock market.
        
       | didgetmaster wrote:
       | I joined a startup as an engineer about 30 years ago. I was one
       | of the first employees and one of the last to get some 'founder
       | stock'. I took a big risk (low initial salary and even lent them
       | money to make payroll) but it paid off. When the company was
       | purchased 8 years later I did fairly well. Not enough to retire
       | wealthy, but well worth the risk I took. I am glad I did it, but
       | it could have turned out to be a big mistake.
       | 
       | Everyone working for a startup might have a different story to
       | tell. Some good. Some bad. Tread lightly if you wade into the
       | startup waters. It CAN be very rewarding but it can also lead to
       | nowhere.
        
       | light_triad wrote:
       | While I agree that employees should get more equity and
       | liquidity, I think it comes down to supply and demand:
       | 
       | - If the founders are de-risking appropriately it will take years
       | of no pay/low pay work before they can even consider taking on
       | employees. Building a valuable asset is not done overnight and
       | takes extreme commitment - plus reputational & financial risk,
       | opportunity costs etc.
       | 
       | - It's very rare for companies to get past the Series B stage.
       | When they do, the founders have accumulated non trivial and non
       | replicable knowledge about the market and the customers. The
       | liquidity they get should be worth much more down the road.
       | 
       | Now of course if you are an early employee that is expected to
       | 'make the startup work' like a founder and get none of the
       | benefits there's a problem. On the other hand employees are
       | replaceable & 'swappable' in a way that founders are not.
        
       | riemannzeta wrote:
       | This is a wonderful article and kudos to the author for his moral
       | sensibility here. The lack of liquidity and anti-dilution rights
       | for any except a handful of key persons is a dirty secret of
       | Silicon Valley. Most startup employees do not end up better
       | compensated than they would at a larger company on a net present
       | value basis even when their startup is successful -- and they
       | don't as easily get liquidity along the way although there are
       | more private secondary market brokers than there used to be.
       | 
       | The other angle worth observing here is the tax angle. In many
       | cases, the founders are taking liquidity at valuations that are
       | only loosely tied to tax valuations of the company. These
       | valuations are fine for the founders and preferred by the
       | buyers/investors, but undercut the premise of the tax system that
       | was redesigned after the options backdating scandals of the early
       | 2000s, in part, to ensure that taxes were getting paid in
       | accordance with the actual capital gains.
        
       | apinstein wrote:
       | The only fair way to analyze this is by looking at opportunity
       | cost, which isn't what TFA does.
       | 
       | Founders often have slightly higher market value (though not
       | always) than first employees, so they are giving up more to go
       | the startup route.
       | 
       | Separately, TFA further underestimates founder risk as they are
       | typically not taking salary during pre-seed, and no or low salary
       | during seed. However employees 1-5 typically get mostly cash,
       | often much closer to market.
       | 
       | Thirdly, there is also often a lot more stress in being the
       | founder. It is a complex, all day job. You have the weight of
       | keeping things going for all employees, and when cash is low it's
       | your paycheck that gets delayed/cut first, not your employees.
       | 
       | That said I am all for reasonable early stage liquidity where it
       | makes sense, but as many other commenters have mentioned, it
       | tends to not be life changing super early for most early
       | employees. Most employees would rather keep the bet on the table.
       | Also, I am strongly against large founder secondaries. I think
       | it's helpful for founder to remain feeling "not financially
       | successful", especially first time founders, so that they keep
       | their heart in the game. I followed this practice with my
       | companies.
        
         | openmajestic wrote:
         | > Thirdly, there is also often a lot more stress in being the
         | founder. It is a complex, all day job. You have the weight of
         | keeping things going for all employees, and when cash is low
         | it's your paycheck that gets delayed/cut first, not your
         | employees.
         | 
         | I've seen startups from a founder perspective and from an
         | employee perspective (VC style startups). I agree there _is_
         | more stress as a founder, but people really underestimate the
         | toll as an early employee - the gap is smaller than many people
         | think. Particularly those ideal missionary-type early
         | employees, they take on just as much mental ownership burden as
         | the founders. It is also an all-day job. Let me tell you, when
         | the money runs low, it is immensely stressful as an early
         | employee - it is both hard to be the one making the decisions
         | and it is hard to not be the one making the decisions. The
         | ability to walk away isn 't a benefit, it's a burden.
         | 
         | Their jobs can be different (or can be very much the same -
         | depends on people and every startup is its own beast) with
         | founders needing to deal with fundraising, board management,
         | and ultimately having the impossible problems land at their
         | feet which is often out-of-scope (and out-of-sight) for early
         | employees. But the same core problem exists for both - your
         | actions will dictate the success of the company.
         | 
         | And there is a huge amount of understanding of the founder
         | burden and support for them, from financial to emotional to
         | reputational. Where are the support networks for early
         | employees? People will say the founders, but this is a load of
         | crap for the same reason that founders rely on relationships
         | with other founders rather than talking to their board or
         | teammates.
         | 
         | Early employee is probably the worst engineering gig in Silicon
         | Valley on most dimensions. Unless you just want to 0 to 1 build
         | things. Then I haven't seen a job that can compare.
        
       | notanadvice wrote:
       | People are talking about angry founders and angry employees, but
       | there is another side to this post:
       | 
       | Prospective founders who work in big tech companies and have a
       | family which depend on them. I include myself in that group, and
       | I thought I needed 10 years worth of savings to venture on
       | creating my own startup. But from the discussion, in about four
       | years it is possible to match big tech compensation.
       | 
       | I feel more motivated to start a company now.
        
       | divbzero wrote:
       | Startups are far more founder-friendly than they used to be
       | (thanks in part to YC's contributions) but we have a ways to go
       | to make them more employee-friendly too.
       | 
       | To call out the employee-friendly equity policies that OP has
       | instituted at his new startup:
       | 
       | > _Our employee option pool is 20% which is double the average_
       | 
       | > _We have a 3-month equity cliff which is 9 months sooner than
       | the average._
       | 
       | > _We allow employees to exercise options up to 10 years after
       | they leave instead of 90 days._
       | 
       | > _Our equity packages vest over 3 years instead of the industry
       | standard 4-year period._
       | 
       | > _... only taking liquidity if I can also offer it to employees
       | as well._
       | 
       | The 10-year exercise window is especially noteworthy since the
       | cost to exercise options can be substantial.
        
       | sealthedeal wrote:
       | I think its less about more risk etc, and its more like, they are
       | the ones starting the company lol.
       | 
       | 1. They are providing jobs 2. They are responsible for growing
       | business 3. They are accountable to not only the employees but to
       | board and investors, etc.
       | 
       | They take money off the table because they are in a much
       | different position than say an engineer. It might be bad to say,
       | but the engineer is responsible for one part of the business, the
       | founders and CEO etc are responsible for all aspects of the
       | business, and should be compensated appropriately for it, whether
       | secondaries or higher salaries etc.
       | 
       | Also, secondaries at seed and A are not as common as they were
       | during the 2020-2022 run up.
        
         | bink wrote:
         | Are founding engineers not also taking on risk? They're
         | typically taking a much lower salary in exchange for their
         | shares. They're avoiding vacations, nice cars, fancy houses,
         | and other expenses that they could purchase if they worked for
         | a larger, public company. In the example from the article
         | WeWork founding engineers would've gone 9 years without seeing
         | any value from their shares while the CEO was cashing out
         | billions.
         | 
         | The difference in responsibilities is already accounted for in
         | their disparate salaries and ownership stakes. I don't think
         | it's very relevant to whether or not they should have the
         | option of cashing out some of their stake during funding
         | rounds.
        
       | AlwaysBCoding wrote:
       | The situation I recently went through reads like a horror story:
       | 
       | > was the founding engineer at a startup, essentially do co-
       | founder work for 18 months getting the company off the ground.
       | 
       | > company is a breakout success, raises a large growth round.
       | 
       | > founders each take a couple of million dollars off the table in
       | secondaries, no option for employee liquidity.
       | 
       | > founders start thinking about early employees as "problems"
       | because they have too much equity and could easily hire multiple
       | FAANG engineers for the equity comp they're paying the early
       | team. push all early employees out of the company.
       | 
       | > horrible ego-based decision making such as this kills the
       | company culture and runs the company into the ground. company is
       | a mess, stock is now worth significantly less.
       | 
       | ---
       | 
       | > early employees have to pay money to exercise their stock
       | options which are worth millions on paper. early employees have
       | to front money to pay taxes on the capital gains on the stock.
       | 
       | > founders have pocketed millions, off the backs of other
       | people's work, while the employees who built the company all owe
       | huge tax bills and have no path whatsoever to ever seeing
       | liquidity with the floundering company.
       | 
       | > all of this is because the employees did their jobs too well,
       | the company grew too fast, and the founders egos got completely
       | out of control.
       | 
       | To be blunt, situations like this should be illegal. joint-stock
       | companies aren't slush funds for three people to personally
       | enrich themselves off the labor and capital investment of others,
       | they're supposed to be entities where all shareholders
       | participate in the upside of the value creation together. Until
       | there's some sort of legal framework for pursuing class-action
       | lawsuits against founders who defraud their employees like this I
       | don't think this situation will ever get better. There are
       | already laws against self-dealing transactions by company
       | executives, I don't see what is different in cases of extreme
       | founder liquidity off the backs of other people's work.
        
         | gedy wrote:
         | Not to put you on spot, but this behavior is unprofessional,
         | and you should name names IMHO.
        
           | AlwaysBCoding wrote:
           | The company is Phantom, and the VCs are Paradigm.
        
             | brendanyounger wrote:
             | Crypto? I'm _shocked_.
        
             | dpe82 wrote:
             | I think "this happened at a crypto company" is important
             | context to your original post.
        
         | carbocation wrote:
         | I'm focusing on a tiny technical detail here but from the
         | description, it sounds like the ISOs weren't set up with an
         | 83(b) election which is another bummer.
        
           | dpe82 wrote:
           | A tiny, but *absolutely critical* detail!
        
           | 1024core wrote:
           | I recognize some of those words....
        
         | tomp wrote:
         | employees aren't shareholders
         | 
         | they get options, not equity
         | 
         | personally, I never understood why they don't get actualy
         | equity (in particular, given that the options are "fairly
         | priced" i.e. the call price is the latest equity round price,
         | making them worth literally $0!)
         | 
         | and that equity should have the same terms as investors get (no
         | "liquidation preference" lol) because - guess what - you're
         | literally exchanging your labour (== money) for them!
        
           | georgeecollins wrote:
           | That's elective. It's fine and not uncommon to just give
           | employees stock (actual shares, not options) in a company as
           | compensation. Famously Wizards of the Coast gave shares to
           | employees and vendors to create alignment.
           | 
           | Someone is going to point out that giving actual shares is a
           | taxable event. And that is sometimes the rational for
           | options. But there are work arounds: you can put shares in a
           | 401k for example. 401ks were originally created to be
           | employee incentives, but morphed into being used for
           | retirement, but you can still do it either way.
        
             | bluGill wrote:
             | There are a lot of ways to do this. However you should
             | NEVER have any significant value in the stock of the
             | company you work for. It has happened - and will happen
             | again - that the company you work for goes bankrupt
             | unexpectedly and now not only are you out of a job but your
             | savings has vanished as well! Even if the company is doing
             | well you need to diversify your savings out of that one
             | basket.
             | 
             | There is one exception: if you are high enough in the
             | company that you actually know the non-public information
             | as it happens (not either because you need to know or
             | months later in the all-employee meeting). Then the
             | shareholders demand you hold a lot of value in the company
             | so that if you do something bad for the company it hurts.
             | Most of us will never be that high.
        
               | georgeecollins wrote:
               | Financial advisors will advise you against the risk of
               | having all your wealth in the company you work for for
               | just the reason you describe. If you have a net worth of
               | $10m and it is all in the company you work for you could
               | in one moment loose your job and be broke. So you should
               | diversify.
               | 
               | However, employees often have virtually no net worth (why
               | else are they worried about paying taxes on share, except
               | they can't take the risk of loss? I can say from
               | experience that when I worked for a startup but had
               | previous personal financial success I just absorbed the
               | tax bill for exercising options knowing that the shares I
               | paid taxes on could ultimately be worthless.).
               | 
               | So if all their net worth is in a company its not ideal
               | but it is a risk you can take when you are young. I see
               | the argument of avoiding taxes and not taking ownership
               | until the shares are liquid-- good arguments, it is
               | true-- as being used as ways to justify giving employees
               | shares or options that are likely to be less valuable
               | then the ones held by founders and investors.
        
               | bluGill wrote:
               | If you have almost no net worth than put it in a bank
               | savings account. If you have more than almost nothing put
               | it in 401k or IRA plans - a house is sometimes a good
               | option too (but only if you will live there for a decade,
               | and of course location location location). Only when you
               | have the above in great shape should you thinking about
               | anything else more risky.
        
           | efnx wrote:
           | Because that's the racket! They can't pay you top dollar
           | because they're a lean startup, so they make up for it by
           | adding "equity" to remuneration. But that equity is in the
           | form of options which you have to _buy_ with your not-top-
           | dollar salary, so it's unlikely you will. Then you leave the
           | company before an event and those options expire after a
           | month or so, going back into the pool for another engineer to
           | do the same. The house always wins!
        
             | 0xB31B1B wrote:
             | its not done this way because the founders want to screw
             | you, its done this way because of a bunch of arcane tax
             | laws. Its complicated to explain, but the origin of all of
             | these weird "options not equity" and "90 days to expire"
             | type things are because of US tax law. If the startup could
             | give you shares without putting the employee and the
             | company both in a very puntantive tax situation they would.
        
               | AlwaysBCoding wrote:
               | This isn't true. Company executives don't owe a fiduciary
               | duty to employees or holders of stock options in a
               | company, they only owe a fiduciary duty to concrete
               | shareholders. There are a lot of founders of less than
               | high moral character who want to keep it this way.
               | 
               | I sent a Section 220 demand letter to the founders of
               | this company to get transparency on the money that was
               | taken during the secondary stock sale and they're
               | currently fighting me on it because I wasn't a
               | shareholder at the time the secondary sale took place, I
               | only held options in the company at the time.
               | 
               | This anecdote is illustrating a real world situation in
               | which it is being used as a way for founders to try to
               | screw their employees, not because their hands are tied
               | by some arcane tax law.
        
               | indoordin0saur wrote:
               | I'm pretty unknowledgeable when it comes to tax law
               | but... If you're an employee at a series A start-up
               | valued at $50 million and part of your annual salary pay
               | package is being issued equity worth $100,000 do you have
               | to pay tax on that immediately? If you can't cash out
               | because there hasn't been a liquidity event how do you
               | pay the tax?
        
               | AlwaysBCoding wrote:
               | you are issued equity in the form of stock options. Stock
               | options give you the opportunity to buy stock in the
               | company at a specific "strike price" enshrined as the
               | fair market value of the company when you sign your offer
               | letter.
               | 
               | you aren't actually vesting stock month to month you are
               | vesting your stock options. when you "exercise" your
               | stock options you pay the company the strike price *
               | number of options you want to exercise in order to
               | purchase the actual stock in the company.
               | 
               | If the company has grown in value since you joined then
               | you would have a taxable event upon exercising your stock
               | options because you are buying the stock at the strike
               | price, but the fair market value of the stock is
               | significantly higher, so that is a taxable capital gain
               | that you have to deal with.
               | 
               | Any sane company will give you a 10-year exercise window
               | after leaving the company to actually pull the trigger
               | and "exercise" your stock options so that you don't incur
               | a tax liability but some companies only give you three
               | months. Which means not only do you have to front the
               | cash to "exercise" the options, but you also have to pay
               | the tax liability on the capital gain of stock for that
               | year.
               | 
               | If you're asking how you can possibly be expected to pay
               | the tax on a million dollar+ capital gain, without ever
               | even having access to cash or a guarantee you even will
               | have access to cash in the future, then welcome to the
               | scam that is being an employee at a Silicon Valley
               | startup and the fucked up logic of the US tax code.
        
           | OJFord wrote:
           | They're not a subset no, but the two aren't mutually
           | exclusive.
           | 
           | They can get options, they can get equity, they can get
           | nothing (beyond salary).
           | 
           | Options are common probably because it gives (the company)
           | more or easier control over what happens when.
        
           | matuszeg wrote:
           | I have received equity as an employee. When I started, the
           | company was very early and their evaluation was still very
           | low. The way it worked was that I had to pay for the equity
           | grant upfront. I forget exactly how much but it was<$200.
           | This is also how it worked for me as a founder of a company.
           | 
           | That same company eventually raised a sizeable equity round
           | and then began issuing options for new employees. If they
           | were to continue issuing equity grants, the cost to purchase
           | the grant would be much more than $200 (likely tens or
           | hundreds of thousands of dollars). Alternatively, if the
           | company were to give employees equity grants directly instead
           | of having to buy them then that would count as income and the
           | employees would owe taxes on the equity gained. The tax bill
           | could also easily be tens or hundreds of thousands of
           | dollars.
           | 
           | Options avoid all of that and defer the upfront costs that
           | come with an equity grant.
           | 
           | Imo, the real problem is that options can be clawed back once
           | you no longer work for the company.
        
             | indoordin0saur wrote:
             | IMO, the real problem with options seems to be that you
             | have no idea what they are truly worth. You have the option
             | for 10k shares and you know the company is worth $200
             | million, but you have no idea how many shares are
             | outstanding. Meanwhile, shares are being diluted, or maybe
             | they aren't. You're just kept in the dark as to what is
             | happening. At least that was my experience.
        
           | fardo wrote:
           | Actual equity is hard cash, options are a potentiality of
           | cash.
           | 
           | As the company with equity, any calls you're selling are
           | guaranteed covered, which hedges against downside loss of
           | having given away equity and it exploding in value. Calls
           | also theoretically align incentives better than equity
           | because it gets the staff member personally interested in
           | seeing the stock rise, rather than just selling immediately
           | to take profit if they're short your company's future
           | outlook.
           | 
           | Lots of other nice properties - If you sell the option,
           | either discounted or at some full price, you make a money
           | premium, which helps runway. If the stock falls, you make
           | money from having chosen options and basically don't have to
           | give the employees anything. If the stock rises, you're
           | probably making great sums from your (much larger) equity
           | share, and your losses versus just giving them equity are
           | essentially capped at the difference between the current
           | price and strike price, instead of theoretically unlimited
           | cost. This is easily quantified with some multiplication when
           | issuing the options, meaning in a growing company, you have
           | knowably limited exposure, and essentially are just giving
           | them the equity you would've given them anyways.
        
             | tomp wrote:
             | I think you're confusing a few things.
             | 
             | First of all, we're talking about pre-IPO startups, so you
             | can't just sell the stock.
             | 
             | Second, talking about "company loses money because it gave
             | equity to employees" is as non-sensical as saying "company
             | loses money because it gave equity to investors".
             | 
             | You're not _giving_ away equity, you 're _exchanging_
             | equity (at present value) for cash (from investors) or
             | labour (from employees). They 're both _investors_
             | (investing either their money, or their time /skills), and
             | by investing, they're taking ownership of any potential
             | future gains or losses (and by letting them invest, the
             | company is giving up that potential).
        
               | fardo wrote:
               | >First of all, we're talking about pre-IPO startups, so
               | you can't just sell the stock
               | 
               | This is often but not universally true - about 40% of
               | companies allow you to do so, and about 40% of those that
               | allow you to do so allow those sales on secondary markets
               | [1]
               | 
               | >company loses money because it gave equity to employees
               | is nonsensical
               | 
               | You lose money in the sense that the gains beyond the
               | strike price which you would have realized had you not
               | sold the call option are your losses: you could've not
               | sold the option and profited on that rise instead. You
               | have lost the difference in the profit between these two
               | investment plans.
               | 
               | > You're not giving away equity
               | 
               | I was responding to someone asking "why don't they just
               | give the equity instead as compensation?", as opposed to
               | writing call options against it - assuming that as a
               | company you want to incentivize workers to work by
               | setting aside some fraction of your equity which they may
               | receive, these are the reasons a company might prefer to
               | "give" employees that equity with options, instead of
               | discounted equity or stock grants
               | 
               | [1] See page 8 footer of https://www.gsb.stanford.edu/sit
               | es/default/files/publication...
        
         | nine_k wrote:
         | If we talk about stock _options_ , the company is still
         | private, and no stock was issued.
         | 
         | Paying taxes on options for stock that may never materialize,
         | or never be worth much, sucks.
         | 
         | I won't (and didn't) buy options before an IPO or an
         | acquisition is scheduled, even if they had been granted, unless
         | I have money to gamble on it. I won't consider options as a
         | part of my pay, unless I'm a founder %) They are but a lottery
         | ticket, even when your personal effort may significantly affect
         | the odds of it winning.
        
           | bagels wrote:
           | The options are exerciseable whenever they are vested (and if
           | you are on good terms, sometimes before that). This can be a
           | waste of money, or a huge boon in terms of taxes avoided.
        
             | nine_k wrote:
             | In what circumstances would that be a huge boon, and how
             | much risk / uncertainty is involved?
        
         | georgeecollins wrote:
         | I wonder if this problem could be avoided if the early
         | technical founder insisted on having the same class of stock as
         | the founders. IANAL but in my (limited) experience these games
         | are easier to play when the founders (or often the C-suite
         | people) have a different class of stock then key employees. Or
         | that's how I have seen the game played where one employee can
         | have a liquidity event and another doesn't, or the dilution is
         | unequal.
         | 
         | I am no expert! Can someone explain to me if having the same
         | class of stock as the founders is a meaningful protection?
        
           | AlwaysBCoding wrote:
           | I'm not sure if you even need the same class of stock as it
           | is needing some assurance of the same liquidity rights as
           | founders. If the company charter ensured that any secondary
           | liquidity event would have equal participation between
           | shareholders (including employee stock options) it would be a
           | lot healthier and prevent this class of fraud.
           | 
           | It's such a garbage situation right now for employees,
           | because even if you find product-market fit, you do the work
           | and your company is successful you can still get dumped on by
           | your founders taking secondaries and subsequently checking
           | out of the company.
        
             | georgeecollins wrote:
             | Isn't "some assurance of the same liquidity rights" just a
             | way of saying "the same class of stock". The same class of
             | stock will have the same liquidity rights.
        
               | AlwaysBCoding wrote:
               | you don't need the same voting rights, for example
        
         | llmblockchain wrote:
         | This happened to me as well, but even worse because they killed
         | my equity by getting rid of me on month 11 of year one.
         | 
         | I joined a company as employee #2 (though, I started the same
         | day as #1). I started working with the founder and co-founder
         | in a We Work office that barely fit the four of us.
         | 
         | Within 11 months the company was worth over a billion dollars
         | and my wife was about to give birth. At this time the company
         | had around ~15 employees (mostly in sales).
         | 
         | I find a job posted on our site for a job that sounds an awful
         | lot like mine. The founder/CEO is suddenly vary combative with
         | me every day over nothing (shouting at me). I felt like he was
         | trying to get me to react negatively to him. I just dealt with
         | it because my wife was about to give birth.
         | 
         | One day I come in and I just couldn't deal with it anymore when
         | he was shouting at me. I basically told him to stick it up his
         | ass and he went ballistic. I was "fired" at this point and had
         | to leave and leave behind my company laptop.
         | 
         | I get a call to meet with the founder the next day to discuss
         | the exit. We meet at a cafe. He presents a folder with a bunch
         | of "evidence" for why I was being let go. None of it was really
         | damning in any way (he had private emails between me and an
         | employee, Slack private messages, etc). He tried to spin some
         | narrative as to why I was being fired and not given my stock
         | even though the cliff was around the corner. I also had to
         | return my signing bonus ($XX,XXX).
         | 
         | I told him good luck and showed him the job posting that was
         | dated after he found out my wife was giving birth. I also had
         | printed email exchanges proving the company was doing some
         | less-than-legal operations.
         | 
         | Needless to say I got to keep my signing bonus, but not the
         | stock. I also got glowing recommendations for every job I
         | applied to after that.
        
           | indoordin0saur wrote:
           | Wait, your 11 month old company with a handful of employees
           | was valued at a billion?
        
             | llmblockchain wrote:
             | Yes-- and worth more today.
             | 
             | I don't think it's an ordinary path. The founder had
             | success before, and the company I was a part of skipped
             | seed and started with a series A before raising more pretty
             | quickly.
             | 
             | edit:
             | 
             | From the looks of it, they have 500+ employees now.
        
               | indoordin0saur wrote:
               | Seems like you would have had a good case to a lawsuit,
               | at least enough to give them a headache settle in court.
               | Strange that they dumped you if you were valuable to the
               | effort. Did they just squeeze you for what you were worth
               | and decided they could get by with other engineers or did
               | they not see your work as valuable?
        
               | llmblockchain wrote:
               | > Strange that they dumped you if you were valuable to
               | the effort. Did they just squeeze you for what you were
               | worth and decided they could get by with other engineers
               | or did they not see your work as valuable?
               | 
               | Yes and no? I was certainly brought on as a valuable
               | asset to the company.
               | 
               | I was introduced to the founder via a mutual
               | acquaintance. I had other job offers at the time and had
               | no intentions of joining, but the acquaintance asked me
               | to speak with the founder and hear him out. I was
               | basically tossed an offer that was silly to refuse.
               | 
               | I provided a lot of value and was responsible for
               | building the most successful product the company offered.
               | 
               | I think things went a bit south when they wanted to raise
               | even more money and bring in more investors. I think I
               | was a bit of a black sheep in the company (I didn't have
               | the phd+company pedigree as the other founding members).
               | I felt like maybe I didn't look so good when they
               | presented to investors. They certainly pitched the
               | company as being built by the elites of AI and machine
               | learning... and yet there I was ;p
        
       | goalonetwo wrote:
       | In my 20s I joined a couple startups as "early engineer" or
       | "founding engineer".
       | 
       | I quickly realized those are the absolute worst positions to be
       | in. You take almost as much risk as the founders but almost none
       | of the upside. One startup died, the other one sold for 100m$.
       | Out of that I saw 400k$ as an exit. Not too bad but even with
       | that exit I ended up making way less than if I joined a FAANG. In
       | both cases the founders made millions (through the exit or
       | through liquidity)
       | 
       | Now I'm a realist. Either you create/found a startup or it's not
       | worth joining one as an employee. You have way more upside at a
       | FAANG/pre-IPO mid-life startup that already found a great product
       | market fit.
       | 
       | Essentially, founders are pushing a crazy narrative of Startups
       | being worth it to early employees because they need them. It was
       | sometimes fun but I wish I just joined a FAANG like most of my
       | friends, I would have a couple millions by now if I did.
        
         | abvdasker wrote:
         | I second this. I took a large salary cut to be 1/2 of an
         | engineering team at a seed stage startup for ~1.25%. After 2
         | years of pretty grueling work I left to go back to big tech for
         | 3x the pay. I wouldn't call it a total waste of time in the
         | sense that it made me a better engineer, but it certainly
         | wasn't worth it financially. The company still exists and has
         | had a relatively successful series A and "A extension" but I
         | don't think my equity will ever be worth anything.
         | 
         | I really wouldn't recommend anyone work as an engineer at an
         | early stage startup unless you're getting ~5% or more (this
         | would be unprecedented) because the risk is barely less than
         | the founders and the pay is generally terrible. Series B or
         | later (growth stage) may be a sweet spot where the salaries are
         | decent and there is still significant equity upside without the
         | insane hours.
        
         | habosa wrote:
         | Founding engineers are so underpaid relative to founders. I've
         | seen it be founding CTO with 40% and founding engineer with 1%.
         | It's ridiculous and we should not accept it as the standard.
         | 
         | A few good early hires can be just as valuable as good
         | founders.
        
           | goalonetwo wrote:
           | Yeah. Founding engineers are drinking the koolaid narrative
           | from the founders. I know I have been in the past.
        
       | joshuamerrill wrote:
       | Founder liquidity events are done in secret in startup land.
       | There's a simple reason for that.
       | 
       | It's wrong.
       | 
       | Startup employees, especially early ones, take on most of the
       | risk that founders do. They take pay cuts. They work insane
       | hours. They sacrifice.
       | 
       | And they have the same liquidity needs, too.
       | 
       | It's wrong to make them wait a decade for a fraction of the
       | liquidity that founders got in the Series B.
       | 
       | It's wrong to force them to absorb the risk of the Series B, C,
       | D, E, F, and IPO. All while the founders were set for life years
       | ago.
       | 
       | If founders are going to take money off the table, they should
       | extend the same liquidity offer, pro-rata, to their employees.
       | Period.
        
         | riazrizvi wrote:
         | I don't understand the framing here, where they need to justify
         | why they get paid. They created and secured a thing and sell
         | off chunks of it along the way when it suits them. What's
         | strange about that? If you buy a cheap stretch of land in the
         | middle of nowhere and develop it and sell pieces of it off,
         | that's just understandable.
         | 
         | When you come on board as an employee, you're just not in the
         | same situation.
        
           | craftkiller wrote:
           | Using your analogy, this is Alice bought a cheap stretch of
           | land in the middle of nowhere, and wanted to develop it, but
           | she couldn't afford to pay Bob to develop it. Alice then
           | offers to pay Bob a smaller portion of money and some of her
           | land in exchange for developing it. Bob has other clients
           | looking to pay him more money, but he decides to take Alice's
           | contract because he wants the land.
           | 
           | Why is Bob not in the same situation? They both are taking a
           | financial loss in the hopes of having more valuable land to
           | sell. Why shouldn't Bob have the same right to sell his
           | portion of the land that Alice has?
        
             | otoburb wrote:
             | There's a moral justification, and a desire to change the
             | social norm, versus the terms of an agreement. This is
             | where educational articles like this are important to
             | improve the understanding throughout the industry so that
             | employees can make informed choices.
             | 
             | >> _Why is Bob not in the same situation?_
             | 
             | In this specific circumstance, Bob agreed to an arrangement
             | that contractually doesn't put him in the same situation.
             | Hopefully Bob will learn from this experience and, if
             | possible, negotiate better (or equivalent rights) instead
             | of willingly agreeing to unequal rights.
             | 
             | Pragmatically, unless and until more workers are willing to
             | take the risk to become founders themselves, the balance of
             | power usually is in the founders' and investors' favour
             | (i.e. capital).
        
           | betagammaxyz wrote:
           | It's hard to make this point without a normative argument,
           | but by analogy to land, a company is not only the land but
           | also the workers laboring on it. It's reminiscent of serfdom.
           | The serfs are attached to the land, and they own very little
           | of it (if at all, and with many strings attached), even
           | though their continued work is a large reason why the land
           | would be considered valuable in the market in the first
           | place.
        
             | csallen wrote:
             | But this analogy fails, too, because in Silicon Valley, the
             | serfs _aren 't_ attached to the land. Generally, someone
             | who's an early employee at a tech startup has the option to
             | go be an early employee at a different tech startup,
             | without too much hardship. They aren't tied to the company
             | the same way a serf is, where uprooting one's life to go
             | work a different stretch of land was absurdly difficult, if
             | not impossible.
        
           | AlwaysBCoding wrote:
           | what happens if the founders subsequently run the company
           | into the ground, having personally enriched themselves off
           | their employees work, who they then destroyed the upside for?
           | 
           | should the employees have a legal claim against the money
           | that was taken in the secondary transaction?
        
           | drewrv wrote:
           | > They created and secured a thing
           | 
           | They did not do that alone. If they had, there would be no
           | employees to keep secrets from.
        
           | bigstrat2003 wrote:
           | There's nothing wrong with getting paid. But there is
           | something wrong with pretending like you _aren 't_ getting
           | paid in order to play on people's sympathy, so that they will
           | accept getting paid less.
        
           | indoordin0saur wrote:
           | This makes sense if you're coming in as employee #50, but
           | what's the difference between a founder and the first
           | engineer?
        
             | riazrizvi wrote:
             | The difference between the founders and the first employee
             | is the founders own the company
        
         | AlwaysBCoding wrote:
         | It's also wrong because it's not the founders work in isolation
         | that is providing the liquidity opportunity in the first place.
         | The entire purpose of a joint-stock company is to align
         | incentives for all shareholders to benefit from the value
         | creation of the company. Founder secondaries are a work-around
         | that hack money into the pockets of a couple people off the
         | back of other's labor instead of collectively enriching the
         | group performing the labor.
        
       | billy99k wrote:
       | When I was younger, I worked for multiple startups and received
       | stock in each one. How much is that stock worth now? $0. I no
       | longer will put that much time and effort into something, unless
       | I am the founder.
        
       | blizkreeg wrote:
       | Founder liquidity is wrong -- and not because employees don't get
       | the same deal.
       | 
       | It's wrong because it is NOT uncommon for a founder to take chips
       | off the table sometimes enriching themselves to the tune of
       | millions only for the startup to then "fail" -- either go
       | bankrupt, sell for peanuts, or sell for only a modest multiple.
       | 
       | You're not done until you're done. But founder liquidity has now
       | become a path to getting rich when the outcome of the company is
       | still unknown and up in the air. If venture backed founders don't
       | want that risk, they should start bootstrapped companies.
       | 
       | At a minimum, there should be a cap on it (not % but $), and yes,
       | it should be extended to early employees too.
        
         | bagels wrote:
         | When is the outcome 'known'? Only when the business fails?
        
           | blizkreeg wrote:
           | Sells or shuts or goes public.
           | 
           | Those are the only three outcomes for a venture backed
           | startup.
        
       | sub7 wrote:
       | I was an early (first 5) dev at a company now valued north of $5B
       | 
       | I have seen only a few hundred k so far while both founders have
       | bought over $30m of real estate and who knows what else...
        
       | 8f2ab37a-ed6c wrote:
       | The other aspect that's not factored in here is that often
       | founders can spend years in search mode, living on savings or
       | some early stage pre-seed VC, with zero guarantee of success or
       | ever even finding something to work on.
       | 
       | Took you 5 years to get to a concept that finally justified
       | hiring someone to help you grow it? Equity is the only form of
       | compensation you have for all that work, and it might still be
       | worth $0 another 5 years later. In the meantime the ICs are
       | getting paid, are getting benefits, are having a life beyond the
       | company.
       | 
       | The rewards have to be deeply asymmetric for this system to work,
       | otherwise nobody in their right mind would even consider it.
        
         | blizkreeg wrote:
         | The asymmetric reward is the _company_ having a liquidity event
         | thereby enriching the founder, NOT a funding round enriching
         | the founder.
        
           | 8f2ab37a-ed6c wrote:
           | At least in my personal experience of doing this, you're
           | often many years of living on savings and are in a bunch of
           | debt and being able to get some cash from a funding event
           | really helps with relieving the stress of barely making ends
           | meet. Investors expect you to stay hungry for as long as
           | possible, so even your salary is complete garbage, and the
           | funding secondary is an absolute life saver that lets you
           | sleep a little bit better at night after many years of
           | dipping into the piggy bank.
        
       | aj7 wrote:
       | Founder risk is total myth. I was at a startup where, when it was
       | apparent there would be no more funding, the vc's permitted
       | principal founder to essentially embezzle the remaining few $M.
       | He and his cronies then lived off the proceeds for the better
       | part of a decade in a kind of "brown dwarf" of a company of the
       | same name.
       | 
       | And it was the SECOND time he had done this in his career!
        
       | scndrythrwy wrote:
       | Founder here who turned down an offer to secondary in our B
       | round.
       | 
       | It would have brought ~$5M before tax. This would have been a
       | material change in my financial security. I live in a high-cost
       | US city and have been putting off starting a family. It would
       | have removed many concerns that are holding us back from feeling
       | like it's the right time for us.
       | 
       | My thinking has evolved, but is roughly:
       | 
       | (1) The argument from VCs in favor of a secondary is often: If
       | the founders take some money off the table, they have downside
       | protection and are more strongly incentivized towards only a
       | massive outcome. This aligns their risk profile more closely to
       | their (Seed/A/B stage) VCs who model their portfolios based on
       | bimodal (boom or bust) outcomes. It helps prevent scenarios where
       | the founders safely exit for $Xm leaving the Series B VC with a
       | 1x'ish return that's against their profile.
       | 
       | (2) I didn't take the offer because I felt it would be unfair to
       | our early employees who took a big risk leaving FAANG
       | compensation to come build with us. I ruminate on this often. It
       | would have changed my life, and the only difference to them would
       | be some numbers in our cap table being 10% different. In
       | retrospect, doing it pro-rata for everyone would have solved
       | this, but I'm not sure the VC making the offer would have gone
       | for it. Who knows.
       | 
       | (3) I do not think founders and early employees deserve exactly
       | the same treatment. While early folks took a similar financial
       | risk as I did, they aren't chained to the company in the same
       | way. They can quit tomorrow and go back to FAANG jobs. A founder
       | has to either find their own replacement, sell the company, or
       | run a long and painful wind-down process and return money to the
       | VCs. All of these options take months-to-quarters of work, create
       | reputational risk, suck emotionally, etc. And that's in addition
       | to still losing all your money like the employee did. I don't
       | think it's the same.
       | 
       | (4) You don't get nice-guy points for turning down the offer.
       | Nobody on my team knows that my cofounder and I turned it down,
       | so we get no credit for doing right by them. Telling them about
       | it feels somewhere between a humble brag and guilt tripping them
       | into working harder. The motivation to do "the right thing" has
       | to be purely internal.
       | 
       | (5) If you're starting a company I strongly suggest you give your
       | employees the option to early-exercise / 43b their shares. Few
       | folks seem to know enough about their options to take advantage
       | of this but it prevents the lock-in scenario where someone wants
       | to quit but can't because the AMT bill would devastate them. We
       | have had this since the seed round but sadly only a few people
       | pay attention to it, and I can only suggest it so much without
       | creating a financial-advice legal risk.
       | 
       | While I feel like I did right by my team, I can put an exact
       | price on the cost of that positive moral sensation. My team might
       | even think I'm stupid for not taking it when they would have.
       | 
       | It's pretty easy to say what's obviously right and wrong in HN
       | comments, but when all you have to do to pocket a life changing
       | amount of money is say "ok", the decision feels much heavier.
        
       | guhcampos wrote:
       | I like the discussion you folks are having in this post and all,
       | but haven't you asked yourselves who is this guy?
       | 
       | Because there isn't much information about him on the Internet
       | and that website has that single one post up.
        
       | iainctduncan wrote:
       | Background: I work in technical diligence and talk to a lot of
       | companies just before they do exits to PE firms (i.e., usually
       | the first _big_ cash-in). One of the things I see over and over
       | again is just how much great people matter. Not only do they
       | matter for getting you there, but they matter for how much you
       | get _when you get there_. Our work is used at the negotiation
       | table: piles of tech debt and stuff that needs to be seriously
       | fixed up comes off the top... a  "hair-cut" as they put it. Your
       | pile of tech debt and ignored security issues and so on could be
       | millions off the deal.
       | 
       | So... I agree with this writer that it there is likely more value
       | to early founders than they think in doing that which motivates
       | star-level early employees to join and stay.
        
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