[HN Gopher] Raising money fucked me up
       ___________________________________________________________________
        
       Raising money fucked me up
        
       Author : yakkomajuri
       Score  : 360 points
       Date   : 2026-01-17 18:29 UTC (1 days ago)
        
 (HTM) web link (blog.yakkomajuri.com)
 (TXT) w3m dump (blog.yakkomajuri.com)
        
       | moralestapia wrote:
       | Imagine betting on someone and xe writes this ...
        
         | teiferer wrote:
         | Then I know they are capable of deep self-reflection. A good
         | thing. Any founder without such thoughts and some point or
         | another is either lying to you or will eventually fail big
         | time.
        
         | globalnode wrote:
         | if i bet on someone and they wrote this id know my money was
         | spent well
        
           | moralestapia wrote:
           | Good. Send xir some cash!
        
         | allenrb wrote:
         | Nothing about this struck me as a sign that money wasn't well-
         | invested. From the headline, I was picturing "we raised and
         | then I blew it in Vegas".
         | 
         | Nothing wrong with admitting to uncertainty and insecurity. I
         | mean, there are two types of people -- those who suffer doubt
         | sometimes, and those who don't admit it. Give me the first kind
         | any time.
        
       | jbs789 wrote:
       | Finding the right psychologist/coach/founder to chat this over
       | with will probably do you and the company wonders.
        
         | yakkomajuri wrote:
         | Hey, author here. Totally agree on how helpful these people
         | are. I have a psychologist and also some great mentors. This
         | doesn't make you immune to things like I wrote about but helps
         | you process and get over them when they happen.
         | 
         | As a side note, I'm in a much better mental space now, largely
         | due to facing these things straight on. Things are good, and
         | I'm motivated and sharp!
        
           | jbs789 wrote:
           | Awesome to hear. Best of luck!
        
       | quantumgarbage wrote:
       | Loved it, understanding and working through your vulnerabilities
       | is super hard but ultra rewarding. Bold but very altruistic move
       | to publish this
        
       | AstroBen wrote:
       | I think everyone would seriously benefit from learning poker. I
       | used to play professionally and the idea of looking at things as
       | probabilistic bets, and in terms of expected value is so deeply
       | rooted in my mind
       | 
       | Investments are bets. Most sane investors aren't putting it all
       | on one thing
       | 
       | Startups are bets
       | 
       | Applying for jobs. Sales. Dating. Health. Basically everything
       | 
       | You risk $X money and time for a payoff of $Y that comes Z%
       | 
       | You can make the best decision and have a bad outcome because
       | there are so many unknowns. This isn't chess
       | 
       | You can play everything wrong and still hit it out of the park
       | 
       | I mean this is one of the range of outcomes that could've
       | happened. You can't declare yourself a success or failure from
       | one project
       | 
       | Just keep making good decisions and don't risk it all, and you'll
       | more than likely end up fine
        
         | teiferer wrote:
         | > You risk $X money and time for a payoff of $Y that comes Z%
         | 
         | Unlike in poker where you know those 3 numbers if you are
         | paying attention, in real life you know only X, and sometimes
         | not even that. The rest is a guessing game, and that estimation
         | is the hard part.
        
           | foltik wrote:
           | In poker you learn to strategically size $X based on your
           | estimates of $Y, Z%, and current bankroll.
           | 
           | Even if your estimates have large error bars, it can still be
           | a good bet if you believe it's +EV and have a large enough
           | bankroll.
        
         | altmanaltman wrote:
         | I read about mathematical expectation in a poker book for the
         | first time a long time ago and it's really an interesting way
         | to think about the world. In real life, it's a bit different
         | though since there are other factors than just raw percentages
         | like poker hands. For example, you could do everything right
         | and still fail while someone else (like a nepo hire) can do
         | everything wrong and still succeed.
         | 
         | Life's odds are rigged.
        
           | diab0lic wrote:
           | I think the metaphor is pretty extensible to handle the
           | things you point out.
           | 
           | > you could do everything right and still fail
           | 
           | Sometimes even a high probability draw doesn't get there on
           | the river.
           | 
           | > while someone else (like a nepo hire) can do everything
           | wrong and still succeed
           | 
           | Some people always start with pairs, Axs, or suited
           | connectors.
        
             | altmanaltman wrote:
             | No, that's not what I meant. I meant more like you could
             | flop a high probability draw that does get there on the
             | river, but the nepo kid still wins even though they just
             | had one pair.
             | 
             | In poker, there are rules everyone has to follow. In real
             | life, the rules can differ from person to person. Hence,
             | the odds are rigged.
        
         | mhogers wrote:
         | One of my favorite star trek scenes:
         | https://www.youtube.com/watch?v=t4A-Ml8YHyM
        
         | PlatoIsADisease wrote:
         | If you want me to ruin this for you, look up Bertrand's Paradox
         | and The Problem Of Priors.
         | 
         | I recently had to deal with this, ugh, I just pick a prior or
         | two and see what the outcome looks like. I'm not sure we can
         | calculate probability of success, but rather use probability to
         | find losing ideas that should never be done.
        
           | rramadass wrote:
           | Nice.
           | 
           | What are some good books to build this sort of perspective on
           | Probability/Randomness/Chance?
        
             | PlatoIsADisease wrote:
             | These are ~1 layer removed, but it shook me from an
             | epistemological perspective. Basically it destroys the idea
             | of metaphysical truth.
             | 
             | I'll start with the easy one that was written in native
             | English, William James's Pragmatism. Its only 4 hours long,
             | and teaches 1 of the 3 branches of
             | metaphilosophy(Pragmatic). For ROI in philosophy, it
             | doesn't get better than this. It teaches one of the 3
             | theories of Truth.
             | 
             | Next is significantly more difficult, but everyone only
             | understands 10% of Wittgenstein. Read both early and late
             | Wittgenstein. If I remember correctly, its ~12 hours of
             | pain as you will barely understand him. However, it shakes
             | foundations of math and science as you will find these are
             | mere constructs of language. This will also teach you 1 of
             | the 3 branches of metaphilosophy(Analytical), and teach you
             | how language works. You really need to read both early and
             | late. But I imagine reading early Wittgenstein will
             | convince you to read late. Its super painful, but you
             | should deal with the pain.
             | 
             | (the remaining branch of philosophy is Continental... that
             | takes a long time to learn, but its mostly nonsensical
             | rebuttals to Plato, take it from someone who read this for
             | 8 years...)
             | 
             | Regarding that initial thought on the Problem of Priors,
             | here is a quick youtube video:
             | https://www.youtube.com/watch?v=xy6xXEhbGa0
        
               | rramadass wrote:
               | William James i have read, both "Pragmatism"(not
               | completely though) and "Talks to Teachers" (my favourite)
               | but not much of Wittgenstein.
               | 
               | There is a lot here which jives with ancient Hindu
               | Schools of Philosophy, specifically; _Nyaya_
               | (https://en.wikipedia.org/wiki/Nyaya), _Vaisheshika_
               | (https://en.wikipedia.org/wiki/Vaisheshika) and
               | _Charvaka_ (https://en.wikipedia.org/wiki/Charvaka).
               | 
               | Bayesian epistemology with priors have always been
               | problematic since if there were no constraints on prior
               | beliefs than anything goes. But in order to constrain the
               | priors you need to know the distribution to calculate
               | probabilities.
        
               | PlatoIsADisease wrote:
               | If I can recommend anything: Stay away from ancients.
               | Western or Eastern.
               | 
               | Stick to contemporary people who are dead and have no
               | marketing team to promote them.
        
         | rramadass wrote:
         | See also _The Book of Risk_ by Dan Borge.
        
         | ericdykstra wrote:
         | I studied poker a lot in high school, and it still influences
         | how I think today.
         | 
         | Probabilistic thinking about the EV of your decisions is a good
         | framework, but "Just keep making good decisions" is the hard
         | part. Same as in poker, though, the hard part about making a
         | decision in life isn't the middle-school level probability
         | math, but about making the right estimates about payoff
         | potential and success rate based on incomplete information.
         | 
         | Analyzing things as they are rather than how you wish they
         | were, being able to separate useful information from noise, and
         | taking a step back to look at second-order effects are all
         | useful skills that will help you make better decisions the more
         | you develop them.
        
         | neltnerb wrote:
         | It gets messy when the other poker players are your mentors and
         | family whom you love and respect, when the money is real, when
         | the amounts to you feel enormous (whether they matter to the
         | investor is a different story), and when losing carries
         | unpredictable emotional and social consequences. And when
         | mentors and family do it you are probably their only bet. It
         | feels like betting other people's money and I totally get how
         | that's a psychological hangup to feel that it is wrong.
         | 
         | I am not being sarcastic or flippant in this, it limits me to
         | not be willing to take advantage of the risk/reward system, but
         | it's somehow deeply tied into my ethics in ways I didn't even
         | really notice until my second startup. And I'm okay with that
         | limitation, but I'll work through it sooner or later and regain
         | my appetite for risk.
         | 
         | Aside from that, many people despise thinking this way about
         | their work. Like me, even though I'm willing to do it. I've met
         | founders who _loved_ negotiation. Like I swear they must have
         | been nightmare children. I hate negotiation, I want people to
         | treat each other fairly and will stick with a good human that
         | does so forever. I suspect those people don 't mind ripping off
         | family and friends, much less strangers. It is harsh, and I've
         | seen things, but anecdotes aren't statistics, and that's a huge
         | obvious red flag to me. If the leaders like to do internal
         | negotiation games I just want out. It's just painful to have to
         | deal with being around when you just want to make stuff work.
         | 
         | It's important to talk about ahead of time, and get in writing,
         | but that's also something easily overlooked among family and
         | friends who do not do this kind of thing much. And the
         | downsides need to be honest and clear to avoid mistrust.
         | 
         | Now, after working at two startups and starting three, my third
         | is a consulting company that exclusively does things hourly
         | except in very special circumstances. It's never going to grow
         | fast because it scales as my hours of labor. But I am way more
         | able to pick a price for my labor than decide how to price
         | something that I haven't done yet. I could figure it out, I
         | just kinda don't want to. For now?
        
       | taurath wrote:
       | Expectations that we hold inside of ourselves can be a really
       | difficult echo of identities we tried fantasizing about when
       | growing up and as an adult. We want to do well, we want the
       | approval, we want the validation.
       | 
       | The anxiety over expectations can kill you. It's self abuse -
       | people (investors, bosses, spouses) don't invest in you for your
       | anxiety driven productivity, they do it because of who you are
       | outside of that worry. It's hard to replace it if you consider it
       | your motor. Let the desire to do well and good stay, but let the
       | fear of others disappointment go, and the fantasy that we can
       | control those outcomes by squeezing every last drop out of
       | ourselves.
        
         | teiferer wrote:
         | Can you separate "who you are" from that worry? Seems to me
         | it's a part of you and you wouldn't be you without it, for
         | better and worse.
        
           | taurath wrote:
           | Identities shift over time whether we intend it or not. Who
           | you were at 5, or 10 is not who you are at 20, 30, 40. We all
           | pick up baggage, trinkets, burdens, and experiences.
           | 
           | One worries because it was a helpful strategy compared to not
           | worrying, but some (like me very specifically) can get
           | attached to that worry to the detriment of picking up other
           | mechanisms.
        
             | Obscurity4340 wrote:
             | Reminds me of Internal Family Systems (IFS)
        
               | taurath wrote:
               | That's more about the idea that it's helpful to think of
               | ourselves as made of parts, as a way to describe both our
               | various roles in life (employee, spouse, friend, learner,
               | etc) and also how we can interact with parts that we've
               | exiled away, or hold experiences we have hangups about.
               | 
               | What I'm mostly talking about is that transformation
               | happens through life's journeys! Requires much less
               | commitment to the idea, as it's pretty universally
               | understood.
        
           | vlan0 wrote:
           | It's always important to remind one's self that "who you are"
           | is simply the story one is attached to. Things like
           | meditation or psilocybin can help bring that to light.
        
           | akomtu wrote:
           | Imo, the opposite is true: you'll find out who you are only
           | when you have given up all those false identities animated by
           | you.
        
             | csomar wrote:
             | The closest show/cartoon for this I can think of is Rick
             | and Morty Season 7, Episode 10 - "Fear No Mort." In that
             | episode, Morty gets trapped in a fear-based "hole" where
             | he's forced to confront all his deepest anxieties and
             | insecurities. The whole point is that he can't escape by
             | running away or pretending to be someone he's not. He has
             | to face his fears directly and accept his true self, flaws
             | and all. It's only when he does and accepts himself as he
             | actually is, that he's able to break free.
             | 
             | That episode really got to me. Every time the screen goes
             | dark and transitions to Morty realizing he's still trapped
             | in the hole, something inside me freaks out too. It's like
             | the show is forcing me to realize I'm not actually
             | confronting these truths in my own life. I'm probably still
             | in the hole, aren't I?
        
           | justanotherjoe wrote:
           | For me the question is just, do you think it's a disorder or
           | not. Would you take a medication for it, if there is such a
           | thing. If yes to both, Then, it's not really you. You are
           | just who you choose to be.
        
         | arathis wrote:
         | A wonderful and personally relevant thing to read.
        
         | Nition wrote:
         | It's hard being human. A lot of cognitive ability peaks before
         | age 25[1], physical before 35[2], and to some extent it's an
         | inexorable downward slope from there. Accumulated experience
         | often makes up for it, but only to a point. You still won't be
         | as good as the version of you that started earlier, or learned
         | faster. People reach 40 and finally start exercising and eating
         | properly and miraculously feel 25 again - there are always ways
         | to fight it. But they'd have been even more effective with the
         | same habits at 25.
         | 
         | Life is stressful. There is fear of failure, there is fear of
         | disappointing others, and ultimately there is fear of death.
         | And that final deadline doesn't even have the courtesy to let
         | us know when it will come.
         | 
         | But many people get nothing much done without a deadline. Most
         | get more done with some time pressure. I'm not sure how we
         | would manage immortality. If we lived twice as long, would we
         | work half as fast? One hopes that for a little while at least,
         | we manage to be happy and content with what we have.
         | 
         | [1] https://pmc.ncbi.nlm.nih.gov/articles/PMC4441622/
         | 
         | [2] https://pubmed.ncbi.nlm.nih.gov/17717011/
        
           | cannonpr wrote:
           | If what you value most is performing IQ tests, or competitive
           | chess, then yes there is good data on the 25 part. If what
           | you value is complexity and richness of thought, not so much.
        
           | resonious wrote:
           | Honestly if I exercised and ate perfectly from 20-29 I
           | would've had a miserable 20s. Doing high-discipline stuff
           | like that is way easier when you have a material reason (i.e.
           | you've _actually_ felt the consequences of not being fit or
           | healthy) compared to when people just tell you  "do it!
           | you'll really thank yourself for it 20 years later!". Being
           | in perfect physical condition at the cost of the
           | psychological stress of forcing myself to do stuff I don't
           | want to do every day does not sound worth it.
        
             | fc417fc802 wrote:
             | > forcing myself to do stuff I don't want to do every day
             | 
             | If you make it over the initial hump of developing the
             | habit it just becomes an expected part of your day. The
             | dislike evaporates. Skipping it feels weird.
        
               | resonious wrote:
               | Maybe I'm just a baby, but I actually have done routine
               | exercise for long periods (sometimes months, sometimes
               | years) and stopping felt AWESOME.
        
               | fc417fc802 wrote:
               | Fair enough. That is most definitely not normal but I
               | believe you that it's just how it is for you. It's the
               | same thing with any given medication - it will work for
               | most people most of the time but not for everyone all of
               | the time.
        
             | eucyclos wrote:
             | The trick is to tie your sense of identity to being a
             | badass with more than enough self control.
        
           | ekianjo wrote:
           | Most people are complete dumbasses at 25. (I include myself
           | at 25 in that assessment) So if this is peak intellectual
           | capabilities something does not add up.
        
             | Nition wrote:
             | It's the lack of experience, essentially. See this chart
             | from the study I linked: https://i.imgur.com/zhR6NC1.jpeg
             | 
             | Things that rely on experience peak at a much higher age,
             | but the pure mental stuff peaks earlier.
        
               | youoy wrote:
               | To me that graph seems to say that the pure
               | "subconscious" stuff or "ML similar" stuff peaks earlier,
               | but comprehension peaks much later. So you perfect your
               | tools in the brain at around 25, but then it takes
               | another 20 years to really know how to use them
               | correclty.
        
           | taurath wrote:
           | That's one way to think about it. For me personally, a single
           | evening with even driven and dedicated 25 year olds makes any
           | claims of a downward slope like you describe laughable. At
           | best, they'll know one thing sort of well at that age. Most
           | of the interesting stuff happens when you synthesize a lot
           | more experience, and have the appreciation for time and
           | wisdom to utilize it well. Whats the average age of startup
           | founders, like 45? Average age of authors first books like
           | 36-42.
           | 
           | Give me a break with that hustle culture.
        
           | eucyclos wrote:
           | Your last paragraph brings to mind an insult from a fictional
           | culture where the very wealthy and powerful can live
           | indefinitely: "<minor villain> has grown nothing. And he has
           | planted nothing". Such a perfect summation of the attitude of
           | a culture with lots of time
        
         | resonious wrote:
         | And what's interesting here (and likely in other cases) is that
         | the expectations aren't even real. The author's investors don't
         | even put pressure on him. Not to put too many words into the
         | author's mouth here, but it seems like he got possessed by the
         | "tech founder" persona. It's like he started doing things not
         | because of his own volition but because it's the more tech
         | foundery thing to do.
        
       | tptacek wrote:
       | Without trying to be glib about it, this post sounds like a
       | description of second-system syndrome, applied to
       | entrepreneurship. It happens to all of us.
        
       | didip wrote:
       | When doing my own startup in the past, the biggest pain were:
       | loneliness and inexplicable paranoia. Which then lead to anxiety.
       | 
       | This, when unchecked, can lead to self inflicted, unnecessary
       | pressure on myself. And failure to meet the impossible deadlines,
       | created downward spiral.
       | 
       | I think this is normal, everyone went through the same thing.
       | That's why some VCs filter for megalomaniacs, zealots, or people
       | who have no idea what pain is, because the journey is insane
       | arduous.
       | 
       | The pain magnifies if the startup is located in VHCOL. Every
       | month a whale appears and eat a big chunk of your runway. Who
       | wouldn't have anxiety?
        
       | neumann wrote:
       | Thank-you! It is great to read a honest and self-aware journal
       | covering this.
       | 
       | As someone who fantasizes about running my own thing, working for
       | a few start-ups have made me very stringent on what my
       | requirements are for starting something (co-founders, investment,
       | location, market). And also that these requirements have become
       | so very risk-averse that I probably am not the personality
       | profile to run a business! Nevermind the endless imposter
       | syndrome.
        
       | PlatoIsADisease wrote:
       | I have a few 1099 MBA advisors that I call Chief of Staff. I
       | check my questions against what they think. When you get 3 MBAs
       | with engineering, finance, or CS degrees agreeing independently,
       | it bumps up confidence.
       | 
       | I think this is a case where this helps considerably. Its
       | essentially the 'consulting' thing for small businesses.
        
       | jackfranklyn wrote:
       | This is exactly why I've avoided raising so far. Not because VC
       | money is bad - obviously it enables things that wouldn't
       | otherwise be possible - but because I know myself well enough to
       | recognise I'd react exactly like this.
       | 
       | The author nails it: "I started to actually operate in a way that
       | is counterproductive for my startup, while thinking I was
       | actually doing what was best." That's the dangerous part. The
       | pressure doesn't announce itself as pressure. It masquerades as
       | ambition, urgency, drive.
       | 
       | Bootstrapping has its own version of this though. Instead of
       | investor expectations, you've got the slow burn of "am I wasting
       | years of my life on something that needs capital to work?" The
       | grass is always greener. At least with VC money, you can move
       | fast and find out if you're wrong. With bootstrapping, you can
       | spend 3 years proving out something that would have taken 6
       | months with proper funding.
       | 
       | Neither path is inherently better. But knowing which one will
       | fuck with your head less is worth figuring out before you're in
       | the middle of it.
        
         | himeexcelanta wrote:
         | With boot strapping at least you can de risk with
         | consulting/freelancing. And I think with the new generation of
         | software development tools it's much easier to validate the
         | core business problems without grinding out code for weeks on
         | end.
        
         | robocat wrote:
         | It's a hard call to name root causes.
         | 
         | If they hadn't taken the money, what would the counterfactual
         | article have said?
         | 
         | Everybody creates narritives and belief-systems, where causes
         | and effects seem so clear.
         | 
         | Perhaps I'm far too skeptical about their self-analysis. I've
         | met very few people where their own analysis about themselves
         | has matched what I have read in them. So many people misread
         | their own minds and emotional drives. So I have learnt to
         | cynically look for excuses and rationalisations and
         | justifications.
         | 
         | The article is brilliant because we too rarely hear about
         | people's doubts and negatives.
         | 
         | Some people (whether successful or not) do know themselves, but
         | it is uncommon in my experience.
         | 
         | I helped bootstrap a business and we were in an incubator.
         | There I saw some of the side-effects on businesses and founders
         | from taking investment. We were just lucky that we couldn't be
         | bothered with doing the distracting pony-show to get an
         | investor onboard: we would have taken investment if it weren't
         | so costly to do so.
         | 
         | Money and ownership causes weird pressures.
        
         | qingcharles wrote:
         | If you can bootstrap, bootstrap. That's my advice.
         | 
         | You might be able to move faster with VC money, depends on your
         | product. But getting that VC money can break you. And now
         | you're on the hook and you've lost full control.
        
       | qudat wrote:
       | > Then you look around and see "startup X gets to $1M ARR a month
       | after launch" and shit like that and I'm feeling terrible about
       | how we're barely growing.
       | 
       | Comparison is the thief of joy. I fall into this trap almost
       | weekly. Success stories are incredibly rare and we only see the
       | splash, not the iceberg of failure just beneath the surface.
       | 
       | I think about my current business constantly even though on paper
       | we are making enough to keep this thing going forever but it
       | never feels enough.
       | 
       | I felt this post and appreciate the honesty.
        
         | asdev wrote:
         | they're also all mostly lying/fudging the numbers. you can't
         | believe what you see online anymore
        
         | StellarScience wrote:
         | And similarly:                 slow growth is terrible
         | 
         | Slow growth is awesome! Slow growth gives you time to address
         | the challenges of growth, and think through sensible solutions.
         | 
         | Rapid growth feels like you're constantly plugging holes in the
         | dike or putting out fires.
         | 
         | Like you I've had brief moments of jealously seeing a company
         | that started after mine and grew faster. But when I think
         | rationally, I just wish them well, and realize I'm happy with
         | _any_ pace of growth that 's not negative.
        
           | KellyCriterion wrote:
           | >low growth is awesome! Slow growth gives you time to address
           | the challenges of growth, and think through sensible solution
           | 
           | Well, this is somehow incompatible with VC-MBA-bobo
           | architecture?
        
       | Aeolun wrote:
       | I think this is why I unconciously hold back from ever asking
       | money for any of the stuff I build. Much more comfortable.
        
       | danield9tqh wrote:
       | I really liked this, thank you
        
       | Esophagus4 wrote:
       | > It's much more comfortable to be the person that "could be X"
       | than to be the person that tries to actually do it.
       | 
       | Brilliant insight.
       | 
       | Reminds of me this, from Theodore Roosevelt's Citizenship in a
       | Republic:
       | 
       | > It is not the critic who counts; not the man who points out how
       | the strong man stumbles, or where the doer of deeds could have
       | done them better. The credit belongs to the man who is actually
       | in the arena, whose face is marred by dust and sweat and blood;
       | who strives valiantly; who errs, who comes short again and again,
       | because there is no effort without error and shortcoming; but who
       | does actually strive to do the deeds; who knows great
       | enthusiasms, the great devotions; who spends himself in a worthy
       | cause; who at the best knows in the end the triumph of high
       | achievement, and who at the worst, if he fails, at least fails
       | while daring greatly, so that his place shall never be with those
       | cold and timid souls who neither know victory nor defeat.
       | 
       | Good luck, and go get 'em.
        
         | bruce511 wrote:
         | I agree, and I'll supplement with this;
         | 
         | >> But from now on, I'm either gonna be a successful founder,
         | or I'm not. And if I'm not, I'll have to deal with having
         | broken with the expectations that people had of me.
         | 
         | Don't worry, they expected you to fail. They hoped you'd
         | succeed, but expected failure. Statistically most businesses
         | fail, and failure rates are faster when your customers are VCs
         | not users.
         | 
         | I say this as encouragement, not criticism. Accepting that
         | failure is (by far) the most likely outcome is both realistic
         | and freeing. The anxiety of failure is gone.
         | 
         | Frankly, your lack of marketing experience would worry me.
         | Without the ability to reach users (much less customers) how
         | can you do anything but fail? New businesses are not bounded by
         | technical ability (especially in the age of AI) they are
         | bounded by Marketing.
        
           | what wrote:
           | Who needs marketing when the VC can get their entire
           | portfolio to buy your product.
        
             | ipaddr wrote:
             | VCs are the best advertising.
        
               | bruce511 wrote:
               | Leaving aside for the moment yesterday advertising and
               | marketing are very different functions (advertising is
               | easy, marketing is hard);
               | 
               | If your target customers are "VC funded companies" then
               | sure, getting in bed with as many VCs as possible is
               | certainly one marketing approach (and probably a good
               | one.)
               | 
               | Certainly you're are a lot of products targeted at
               | businesses who are flush with cash and eager for kit like
               | fancy chairs.
               | 
               | The important part of marketing is knowing who your
               | potential customers are, and the best way for them to get
               | to know you.
        
         | roenxi wrote:
         | Yeah but the US presidents would say that - they typically have
         | track records of wanton destruction that are rather easy to
         | criticise. It is notable that Roosevelt was part of a
         | generation of global political leadership that bungled their
         | way into first an economic then a literal bloodbath, the
         | magnitude of which the world has not seen before or since. And
         | US policies had a major hand in setting up 50 years of
         | communist ascendance across a big chunk of the globe. I think
         | he might have nuked two cities on the way through too, don't
         | recall if it was him [ _EDIT_ ].
         | 
         | If those were events I was involved with, I too would be giving
         | powerful speeches about the importance of disregarding critics.
         | The decision makers only handled the situation well if you
         | assume that the catastrophe of the early part of the century
         | was a bit like weather, sort of coming form nowhere in a way
         | no-one could foresee or really influence.
         | 
         | [ _EDIT_ ] I checked, he set the program up but it was his
         | successor that actually dropped the bombs. If Truman had any
         | sense he'd also be talking about the importance of disregarding
         | critics.
        
           | CalRobert wrote:
           | Are you thinking of FDR? Theodore Roosevelt was long before
           | nukes.
        
             | roenxi wrote:
             | Oh yes, sorry. I was thinking FDR when I wrote the comment
             | - but happily I can leave it unchanged since the same
             | complaint applies to Theodore Roosevelt as well with only
             | some minor tweaks. They weren't as bad as the Europeans,
             | but the quality of the US leadership was not good given
             | what they teed up in the early 20th century.
             | 
             | It is similar to the Bush family, but from an era where the
             | internet wasn't around to let people compare notes. These
             | political dynasties deserve criticism and should listen to
             | it.
        
           | pjc50 wrote:
           | A) wrong Roosevelt
           | 
           | B) there's no way for the US to not get involved in WW2 other
           | than pre emptive handover of the Philippines to Japan.
        
             | roenxi wrote:
             | There is a lovely synthesis of A and B though - looking at
             | the Wikipedia page for the right Roosevelt, he was involved
             | in the Philippine-American War where they occupied the
             | Philippines in the first place (or pacified, if you prefer,
             | I suppose they'd probably already occupied the place in
             | advance of the war). So if you're complaining about the
             | Japanese conquering the Philippines you'd have to agree
             | that Teddy Roosevelt deserved some criticism for also doing
             | exactly that?
             | 
             | The criticism basically writes itself. These people are
             | very easy to criticise, they were mostly horrible. Just
             | saying, it is easy to see why there are speeches around
             | about how the critics ought be discounted. The track record
             | invites harsh criticism.
        
               | mlrtime wrote:
               | The thing with critics is that anyone can be one, it's
               | easy, especially with hindsight.
               | 
               | What is difficult is being in the position of ultimate
               | responsibility over the lives of many people, making a
               | decision and living with it. Everyone thinks they know
               | what is best or what they would do, I don't think so.
               | 
               | Criticism (IMO) should always have a response on what
               | should have been done instead, given the information at
               | the time. Otherwise it's just playing Monday morning
               | quarterback.
        
         | trwhite wrote:
         | > It's much more comfortable to be the person that "could be X"
         | than to be the person that tries to actually do it.
         | 
         | It's much more impressive to say you have done something than
         | to say you're going to do it.
         | 
         | A friend of mine has all these failed hobbies he tells everyone
         | he's going to do, then gives up on. I wait a few months before
         | telling people I'm doing something so I'm fairly confident it's
         | something I will carry on.
        
           | MonkeyClub wrote:
           | > A friend of mine has all these failed hobbies he tells
           | everyone he's going to do
           | 
           | IME over years, when you're talking about doing something
           | your actually doing it is thwarted. I've noticed that that
           | both with myself and with others.
           | 
           | Keeping mum and going about it privately, then sharing it
           | when done, seems to have much higher success rates.
           | 
           | I've tried to reason through it in many different ways:
           | talking about it satisfies you and you don't seek
           | satisfaction from the actual implementation of the idea;
           | talking about it "dissipates the energy"; and a number of
           | other attempts at explanation.
           | 
           | But beyond explanations, the anecdata seems to suggest that
           | doing much precede talking about. Even when you're developing
           | something (say, software) in public, first you do then you
           | talk about it in the commit message.
           | 
           | This seems to parallel the old dictum that ideas are easy,
           | while working to realize them is the actually hard part.
           | Who'd have thought.
        
             | dakom wrote:
             | I agree wholeheartedly. It's like the energy and motivation
             | has to go somewhere, and talking too much is a vacuum.
        
           | rjzzleep wrote:
           | > It's much more impressive to say you have done something
           | than to say you're going to do it.
           | 
           | From my experience, you have to do both otherwise someone
           | else takes what you do, markets as his own and you get
           | scraps. It keeps happening to me, since I don't generally
           | like to talk about what I do. And I think fundamentally it's
           | a big difference between European and American culture.
        
             | jolmg wrote:
             | Might be more of a difference between what to do in your
             | working (employee) life vs in your private life. In your
             | private life, you can't get scraps because it's generally
             | work on things you own, like a business, personal fitness,
             | skills, etc. In your employee life, you're generally
             | working on things that you don't own for recognition to get
             | a promotion or raise. There the recognition is the entire
             | point and people may not look too deeply into who did what,
             | so you may need to be more overt about things.
        
           | away271828 wrote:
           | I wrote a (shortish) book with someone once who was obviously
           | much more attracted to the idea of being an author than
           | actually writing a book.
        
           | 6510 wrote:
           | I notice that if you get to the point you could be doing
           | something any extra thought is probably counter productive
           | but to talk about it might even end it.
           | 
           | The entrepreneurial spirit isn't visiting you to talk about
           | things.
        
           | jandrewrogers wrote:
           | Many people like the idea of X much more than the reality of
           | X.
        
           | fuzzfactor wrote:
           | >more impressive to say you have done something than to say
           | you're going to do it.
           | 
           | Even more impressive to do and not say.
           | 
           | >It's much more comfortable
           | 
           | It can be even more amazing what can be accomplished during a
           | time when comfort is not being sought.
        
         | toss1 wrote:
         | This!
         | 
         | That exact line in the OP's article reminded me of that exact
         | quote from T.R. and it's great to see another mind had exactly
         | the same thought to post it.
        
         | tarsinge wrote:
         | This kind of warrior ethos outside of fantasy books or games is
         | a huge turn off to me, it feels so anachronistic. I don't
         | understand why it seems so prevalent in the US, especially as a
         | country built on Christianity that has Jesus coming as an
         | harmless lamb to teach compassion, humility and love. Courage,
         | devotion, perseverance, sure. Victory or defeat? No thanks.
        
           | gnosis67 wrote:
           | Your complaint is well warranted, yet know as one on the
           | other inside, Americans are apathetic and dejected. It is the
           | mob that professes these self delusions as their own. And
           | Americans are not self aware enough to distinguish the mob
           | heads from their own and in the heat of exchange.
           | 
           | The individual American goes along with the strongest voice
           | in their head. There have been a valiant few, this is a time
           | of self satisfying rhetoric. Sweet lies over bitter truths,
           | on all sides.
           | 
           | Now, the seeds of hypocrisy long since sewn, blossom into a
           | mass mind sickness of self identity we see today. On all
           | sides. Every side, even those twelve sides deep you would not
           | recognize.
           | 
           | Power is everyone's burden, it may only be delegated
           | irresponsibly for so long before it collapses upon itself.
        
           | mionhe wrote:
           | You're missing the part in Christianity where he comes again,
           | this time as triumphant victor who overcame all things to
           | save the human family.
        
           | like_any_other wrote:
           | > This kind of warrior ethos [..] feels so anachronistic.
           | 
           | A succinct condemnation of our times.
        
             | durandal1 wrote:
             | Also a succinct condemnation of HN as a hub for strivers.
        
           | rrvsh wrote:
           | i used to shun this kind of rhetoric when i was younger,
           | preferring to think of myself a scholar among the Simon the
           | chipmunks of the world, but I've come to accept that humans
           | are made to fight. i dont think its wrong to venerate the
           | warrior - im the farthest thing from a US citizen or a
           | Christian, but my culture still has their folk heroes. look
           | up lieutenant adnan if you'd like a stirring of the spirit
        
             | bicx wrote:
             | Yeah, I'm in agreement here. I get how this mindset might
             | be off-putting, but we're still in a phase of human
             | development where if you don't fight, you're going to lose
             | to people who will.
             | 
             | Trump is an example of someone who wants to fight, and now
             | all of us who just want to get along are now playing catch-
             | up, trying to figure out how to respond.
        
           | hattmall wrote:
           | Sure those are the things Jesus advocated for in society, but
           | it's not as if a warrior ethos isn't warranted for Jesus
           | considering the attitude towards his message at the time.
           | Especially when you gauge it in the light of what eventually
           | happened to him. The ultimate message in Christianity is the
           | necessity of perseverance in pursuit of goals. The world in
           | general isn't immediately receptive to a message that
           | priorities acceptance over lament.
        
         | JKCalhoun wrote:
         | That was the part that stood out for me as well.
         | 
         | I know people who have talked that talk, never dared walk it. I
         | am happy with myself that I have walked that walk--many times.
         | Most of the time they have not ended up how I had hoped they
         | would in my imagination. Other times, they did. Regardless, in
         | all cases, I am not left here now wondering _what would have
         | happened if..._
         | 
         | Getting a game I wrote published in 1989 or so was one that
         | worked out. Hitchhiking from Alaska back to the Lower-48 when
         | the salmon season closed was another.
         | 
         | Quitting Apple to write games for the iPhone was a big fail.
         | When I realized it though I applied and was hired back at
         | Apple. Until that little experiment though I had been watching
         | apps skyrocket to the top-10 while I unable to submit an app of
         | my own (Apple policy, of course).
         | 
         | I had an idea for a great fantasy novel in my head for years.
         | Only when I finally forced myself to start to write it did I
         | realize I really didn't have an idea for a great fantasy novel.
         | I had _part_ of an idea for a great fantasy novel. And then
         | there 's the middle of the story you have to write, has to be
         | interesting...
         | 
         | But as I say, in all cases at least I'm not stuck in Walter
         | Mitty's [1] shoes for the rest of my life.
         | 
         | [1] https://en.wikipedia.org/wiki/Walter_Mitty
        
           | jandrewrogers wrote:
           | It is always the "what if" when looking back at the
           | opportunities that presented themselves in life that eat at
           | you. Things that might have been were it not for the lack of
           | courage to try.
           | 
           | I rarely regret the things I did that didn't work out, it is
           | always the things I could have done but didn't do. Reducing
           | the number of compelling yet unexplored branches in life
           | significantly increases life satisfaction.
        
       | hahahahhaah wrote:
       | Dont worry pal for the investors you are a bet. They have many
       | bets and they expect most to lose and one to win big. It is wrong
       | to think that not turning $1m into $100m or $1bn is letting
       | someone down.
       | 
       | Be the bet. Do your thing and you might be right. They dont need
       | you to make a sale tomorrow.
        
       | geooff_ wrote:
       | Well written. One interesting pattern in founders I've been
       | thinking about recently is how early you encounter major
       | blockers, and how that shapes your self worth.
       | 
       | Having a strong product and being unable to raise feels like
       | shit, early users may validate you're solving a problem but it
       | may not make sense to investors.
       | 
       | Having an early raise is a very positive signal, I can only
       | imagine you're perceived trajectory coming out of that. Being
       | unable to settle on a problem also sucks in a different way.
       | 
       | Regardless of what camp you're in I feel the take-away is you
       | need to focus on reflecting inwards. Be better than you were
       | yesterday, not better than someone's projections on LinkedIn.
        
         | Joel_Mckay wrote:
         | The best business plans:
         | 
         | 1. do not require secrecy
         | 
         | 2. do not require external funding to enter a profit mode
         | 
         | 3. do not quire some fancy specialized team labor skills
         | 
         | 4. do not operate like they have a $10B market cap with
         | financial and legal teams
         | 
         | 5. produce products that are unique, have actual utility, and
         | have perceived scarcity in the market
         | 
         | One often will keep more money with a smaller firm in a niche,
         | than competing with irrational groups with practically
         | unlimited hype investment capital. Most truly successful people
         | I know do not hang out on social media goading competitors and
         | cons. =3
        
       | xiphias2 wrote:
       | Some feedback from me (not a likely user though):
       | 
       | - It was easier to find a link to where you worked at than your
       | repo (https://github.com/skaldlabs/skald?tab=readme-ov-file), you
       | should have linked it visibly
       | 
       | - I had no idea what / why I should use it so I looked at the
       | demo video and it didn't seem to solve any particular use case
       | for any particular problem, it was more a ,,config'' video
       | instead of a demo video
       | 
       | - From reading the (quite interesting) article it seemed like you
       | are focusing on pivoting instead of iteration speed. Have you
       | tried for example to just query an LLM to build the whole project
       | that you have done? How much time would be to vibe code it?
       | 
       | I know that HN is mostly against vibe coding, but if the project
       | could have been created in 1-3 days and you took 3 month, that's
       | a bigger issue than growth itself. In that case the metric that
       | should be looked at is iteration speed instead of just growth
       | (both are super important though!)
        
         | nickjantz wrote:
         | > "- It was easier to find a link to where you worked at than
         | your repo (https://github.com/skaldlabs/skald?tab=readme-ov-
         | file), you should have linked it visibly"
         | 
         | Genuinely curious, can I ask why this is relevant to point out?
         | This seems like just a general blog post, about raising money
         | for a startup and personal reflections on it. Why would a link
         | to a github repo be an important part of that?
        
           | xiphias2 wrote:
           | It's just part of both getting feedback and general sales.
           | 
           | For engineers it feels too pushy / not genuine, but after
           | spending time / effort on a great non-generated interesting
           | article, inserting a link for people who want to check it out
           | isn't pushy.
        
       | debo_ wrote:
       | I used to have problems like this and then I almost died a couple
       | of times. I no longer have problems like this.
        
       | soorya3 wrote:
       | > The thing is: it's a lot easier to live your life thinking you
       | could have done X if you wanted to, than to "disappoint" these
       | people that believed in you by trying and failing. You can always
       | lean on this idea in your head of what you could have been, and
       | how everyone believed in you so it must be true, but you just
       | chose not to follow that path.
       | 
       | sometimes the best decision is the one you don't take.
        
       | rramadass wrote:
       | _There is a space between man's imagination and man's attainment
       | that may only be traversed by his longing._
       | 
       | -- Kahlil Gibran
        
       | resonious wrote:
       | This may sound weird but this was a very interesting read for me
       | as a father of 2 small kids.
       | 
       | A somewhat common (yet often not followed (because it's hard))
       | piece of parenting advice is to not praise kids too much.
       | Especially character judgements like "you're so smart" or "you're
       | so creative". Reason being it makes them do things that _seem_
       | smart or _seem_ creative just to get the praise. Then it comes
       | crashing down when they 're faced with a challenge that contests
       | the idea that they're "a smart kid".
       | 
       | It _kind of_ looks like this is happening to the author. He
       | became a founder, and started doing things that _seem like what a
       | founder would do_ , then got hit hard when he was unable to
       | fulfill the "founder" role (i.e. didn't grow fast enough).
       | 
       | I'm not totally sure what to conclude here. I guess humans are
       | susceptible to this kind of thing regardless of age.
        
         | Aurornis wrote:
         | > It kind of looks like this is happening to the author. He
         | became a founder, and started doing things that seem like what
         | a founder would do, then got hit hard when he was unable to
         | fulfill the "founder" role (i.e. didn't grow fast enough).
         | 
         | This happens a lot in the startup world: It's really common for
         | someone to be among the top in their classes from a young age,
         | be praised by all their family members and friends, and be
         | called the next Bill Gated / Jeff Bezos / Elon Musk (adjust for
         | age) for the first quarter of their life.
         | 
         | So they enter the startup world believing that they were
         | destined for this. They may think success is inevitable, they
         | just need to get that first investment round to hire a couple
         | engineers and then start telling everyone what to do.
         | 
         | I don't think this author is an extreme example of this because
         | they're _actually_ talented and successful at many things.
         | However I could see this mindset leading them down a path that
         | seemed like the right thing to do but wasn't actually a good
         | fit for their personal style. The article talks about how
         | they're doing better now, but it's filled with so many
         | admissions that they think a full-time job would have been a
         | better path in general that it's hard to unsee it. I wish them
         | the best and I appreciate the honesty, but I feel like I've
         | seen this movie many times before in the local startup world.
        
           | vladms wrote:
           | > The article talks about how they're doing better now, but
           | it's filled with so many admissions that they think a full-
           | time job would have been a better path in general that it's
           | hard to unsee it.
           | 
           | My personal experiences taught me that things generally do no
           | play out as one imagines neither for "startup" nor for "full-
           | time job". There are advantages and disadvantages for each,
           | best is to try (a bit) both and decide for yourself. Of
           | course I get that for some this is not possible, just saying
           | what I think it would be the ideal.
           | 
           | I think some discontent with one's current situation is
           | healthy - to allow for progress - but I always find strange
           | when people strongly project that "something else would be
           | better" without having experience with it.
        
         | sibeliuss wrote:
         | It's less about praising your children, vs being honest with
         | them! Don't give them false praise, and they'll be fine.
        
           | x_may wrote:
           | I believe the what the parent comment was referring to is the
           | advice not to praise character, but instead praise hard work.
           | 
           | "You're so smart" leaves room for failure when they encounter
           | something that challenges their image of being smart.
           | Praising the amount of effort they put in is not something
           | that is taken away or challenged regardless of the outcome.
        
             | durandal1 wrote:
             | One of my kids are particularly brilliant and what I found
             | is that the combination works best, "you are smart
             | therefore I have high expectations" AND "without doing the
             | work being smart doesn't matter". Together this creates a
             | self image of the capable doer.
        
         | utopiah wrote:
         | Genuine praise on the attempt, rather than the result.
         | 
         | Even if it's a failure but a lot of effort and learning along
         | the way, it is still a success.
        
       | mcny wrote:
       | I think time and again, the main thing people should realize is
       | you should never, ever raise venture capital unless you really,
       | really have to(tm).
       | 
       | Or at least know that your interests as a founder and the
       | interests of those who invest in your company will not always
       | coincide. And they do this a lot more times every single day than
       | you do.
        
       | user3939382 wrote:
       | If you can innovate do it and you'll be profitable. If you can't
       | then hope you have good relationships and can peddle marketing
       | nonsense with a smile. These VC guys are shoebutton Edisons
       | looking for Teslas.
        
       | DANmode wrote:
       | Dude: we're provably (not probably) in a recession.
        
       | monero-xmr wrote:
       | It's just really, really hard to get someone to pay you money.
       | This AI boom has made earning money optional for some companies,
       | but for the long tail of AI-adjacent companies you need revenue.
       | Convincing someone to pay you is just simply so so hard. No one
       | really gets it until they have to actually make revenue. It's
       | sooooo hardddd
        
         | another_twist wrote:
         | Its not. If you have a resume, send it out. A startup is a
         | business and if it doesnt make money, fuck it and do something
         | else. Sometimes you have to throw the baby out with the
         | bathwater before that baby destroys you.
        
       | saint-evan wrote:
       | This is absurd! The author raised money without a concrete
       | execution plan, treating capital as permission to "think," and
       | then panicked when thinking alone didn't magically turn into
       | value. The post implies there was no wedge, no market insight,
       | not even a search strategy... just the weird hypothesis that
       | people say 'I fit the founder profile, therefore I should found
       | something' It frames the absence of structure as a psychological
       | tragedy, but irl this was a self-inflicted governance failure.
       | The author clearly had no personal theory of value creation
       | before taking investor money, and the money simply magnified that
       | undefinedness. Paying yourself to think is ridiculous unless
       | you're running a consultancy otherwise it's just accountability
       | theater... Cinema being what this post is!
        
         | another_twist wrote:
         | I dont want to dump on the founder here. I appreciate their
         | guts for saying the uncomfy part out loud and being so honest,
         | open and aware of their own thoughts. Major kudos in my book.
         | But dont quit without a quit criteria - a problem, customer
         | conversations, recurring problem insight. Fuck the VCs that say
         | just do it, its advice for rich kids not people who worry about
         | finances running out. Given that this author worked at Posthog,
         | it probably means they lived in London and got paid a decent
         | salary but not a good one. eg Posthog lists their comp at 120k
         | pounds with equity (that thing doesnt have liquidity yet).
         | Thats not a top of the line offer in London where Meta / Goog
         | and others would beat it. Once you have say 100k pounds saved
         | up and mortgage for the next 2 years, maybe then you can think
         | of bootstrapping without an insight. Until then, Leetcode,
         | promotions, better offers are your ticket out of a middle class
         | life. VCs wont show up with more money if and when you're
         | hungry.
        
         | AbstractH24 wrote:
         | Starting with the desire to be a founder then searching for a
         | problem is something I've only recently discovered is a common
         | occurrence. And i find it a sort of odd reason to become a
         | founder.
         | 
         | Has it this always been common or if it's a characteristic of a
         | vc-hype cycle?
         | 
         | Why devote yourself so long to creating solutions for a problem
         | of solving it isn't more gratifying than money?
         | 
         | But after almost decade of working in GTM for B2B startups, I'm
         | starting to realize I find it totally unfulfilling and having
         | begun moving back into the arts world i came from. So maybe I'm
         | just cut from a different mold. Not better, just different.
        
         | yakkomajuri wrote:
         | Hey, author here. I was working part-time for months, we had a
         | live product with customers, a thesis, and an execution plan.
         | This part was maybe lost in the post.
         | 
         | We raised, continued down the same path, and only then realized
         | it didn't make sense. I was being honest about my motivations
         | in hindsight here, realizing after the fact that the product we
         | had at the time wasn't the idea of my life and that I really
         | wanted to go out on my own (and took the chance that appeared).
        
       | ggm wrote:
       | Never regretted not striking out on my own, but I suspect people
       | who have the cojones to try, would utterly hate not having tried.
       | 
       | It's not symmetric.
        
       | adrianmsmith wrote:
       | > As I dug deeper into these feelings, I realized I was feeling
       | pressured. Except they're not saying this, I am.
       | 
       | That's a great insight.
       | 
       | Once you've realized that, I think the best thing to do is to
       | talk to the person whose pressure you imagine. Then you can find
       | out what they're really thinking. Perhaps they really are
       | thinking that (in which case the pressure is real and you can act
       | on it) or they aren't (hearing them say that will alleviate the
       | pressure).
       | 
       | Once when freelancing I asked a customer what they liked and
       | disliked about my work. They had previously seemed happy with me,
       | so I was pretty sure I know what they'd say. I believed I wrote
       | good stable software. What they actually said was they were a
       | small company, and they had had previous developers who, when
       | there were server problems etc., just shrugged and said they
       | didn't know how to fix it. They felt I wasn't like that, that I'd
       | sit there and get it fixed, call up friends if necessary, etc. So
       | yeah, they were happy, but not for the reason I'd imagined.
       | 
       | So my learning was: So you always have to talk to people to find
       | out what they think. You really can't guess.
        
         | tucnak wrote:
         | What did they say they disliked about your work?
        
       | saxelsen wrote:
       | This hit close to home..!
       | 
       | I had a startup some years ago and took angel funding from
       | family. When we were later running out of cash and had to raise
       | professional money to stay alive, the pressure of the
       | expectations I _thought_ my family had because I was on the verge
       | of losing their money caused me debilitating panic attacks.
       | 
       | I still feel the effects 6 years later, but have learned to cope
       | whenever I feel the pressure begin to build. But man did it scar.
       | 
       | OP if there is any advice I can give, it's that you should have a
       | chat with your investor friends about and make sure you feel like
       | you can always walk away.
        
       | rishabhpoddar wrote:
       | Im a former YC founder, I recommend to NOT raise external money
       | from anyone, unless there is literally no other choice.
       | 
       | Raising money has been marketed as success by VCs and they have
       | done a great job of it. Remember, that in reality, raising money
       | is sign that your business is not doing well.. not the other way
       | around.
       | 
       | Furthermore, a lot of people hope that raising money will help
       | them get distribution and customers' trust. Thats NOT true. We
       | raised a decent amount of money from YC and other VCs, and
       | despite that, the thing that helped us most for distribution was
       | content SEO and posting on reddit + no customer ever told us that
       | they were using our product cause we raised $X from these VCs..
       | 
       | People also expect that well known VCs will help you magically
       | solve issues in your company. That's not true either.. VCs may
       | seem very smart, but when it comes to the details of solving
       | issues about your company, they literally can't help, cause they
       | don't know as much as you do about your business.
       | 
       | Another reason people want to raise money is cause they can't
       | afford to quit their jobs and rely on their startups. In this
       | case, well, do not quit your job.. work on your startup as side
       | project until it's already generating 1.5-2x your annual salary,
       | in a stable way. Remember this way, you dont have a deadline for
       | your startup based on your runway, which is GREAT not only from
       | your startup's survival point of view, but also from a mental
       | health point of view.
       | 
       | I would also like to talk about hiring. A lot of people just
       | assume that raising money is needed cause that way they can hire
       | people and grow faster. This is again, not true.. usually, hiring
       | people means you are actually going to slow things down unless
       | you know EXACTLY what you want to hire for, which is rare for a
       | startup. Even if you find a great person for the job, they will
       | take at least a few months to be full productive, and if your
       | startup is not growing like crazy (which is true for most
       | startups), the person will likely leave (cause they are good and
       | will find a better company) = wasted time.
       | 
       | I would like to say that money you raise for your company is NOT
       | your personal money. You can't just spend it on buying stuff for
       | yourself. In fact, even taking a decent salary from that money is
       | looked down upon, unless your startup is doing really well
       | already.
       | 
       | Finally, VCs play a numbers game. They invest in 100s of
       | companies hoping one of them will give out a massive return and
       | cover the losses for everyone else + make a huge profit. You are,
       | statistically, in the ones that won't make it, and you will be
       | written off.. at this point, you will have an entity, owing a
       | large part of your company who literally doesn't care about you.
       | 
       | All of the being said, here are the reasons of why you SHOULD
       | raise money: - Your business model only works at scale. - Your
       | initial investment costs are very high: This is usually never
       | true for software companies. - You are trying to impress your
       | partner and / or friends in the short term and give them the
       | illusion that you are successful already (lol).
        
         | vladms wrote:
         | > We raised a decent amount of money from YC and other VCs, and
         | despite that, the thing that helped us most for distribution
         | 
         | When one does not raise money you get questions like "how do we
         | know you will be here in 6 months, how are you funded?". I
         | doubt people will tell you directly "oh, we have seen you are
         | funded we decided to give you a chance".
         | 
         | > raising money is sign that your business is not doing well
         | 
         | You can raise money to execute (a part of) a larger plans.
         | There are various fields that have barriers to entry in terms
         | of regulation and/or compliance. This can still be couple of
         | FTE + costs before you can sign any deal.
         | 
         | > work on your startup as side project until it's already
         | generating 1.5-2x your annual salary, in a stable way
         | 
         | This highly depends on the type of business. If you are for
         | example in B2B you can't tell your customer "sorry I can meet
         | only after 19:00 because of my other job" not to mention how
         | you can be perceived.
         | 
         | I would add to reasons why you should raise money: make sure
         | the startup has external feedback that you listen to. All
         | founders are quite stubborn - which is good and necessary - and
         | is hard to convince them they need to adjust/pivot/rethink
         | things. Investors can do that, but best is to have some
         | previous experience with the field, otherwise they can be just
         | noise.
        
           | rishabhpoddar wrote:
           | > When one does not raise money you get questions like "how
           | do we know you will be here in 6 months, how are you
           | funded?". I doubt people will tell you directly "oh, we have
           | seen you are funded we decided to give you a chance".
           | 
           | The thing is, we did raise money, and we still go the same
           | questions, and we replied saying these are the VCs that have
           | funded us, and we still lost those kinds of deals. The deals
           | we won, were mainly cause we solved some burning pain point
           | of that specific user, who really didn't care about our
           | funding status.
           | 
           | > You can raise money to execute (a part of) a larger plans.
           | There are various fields that have barriers to entry in terms
           | of regulation and/or compliance. This can still be couple of
           | FTE + costs before you can sign any deal.
           | 
           | Agreed. But for most startups, people raise cause they need
           | more money to survive.
           | 
           | > This highly depends on the type of business. If you are for
           | example in B2B you can't tell your customer "sorry I can meet
           | only after 19:00 because of my other job" not to mention how
           | you can be perceived.
           | 
           | Agreed. It's not ideal, however if you are solving a big
           | enough pain point for the user, I'm willing to bet they won't
           | mind it.
           | 
           | > make sure the startup has external feedback that you listen
           | to. All founders are quite stubborn - which is good and
           | necessary - and is hard to convince them they need to
           | adjust/pivot/rethink things. Investors can do that, but best
           | is to have some previous experience with the field, otherwise
           | they can be just noise.
           | 
           | Yup, I agree here as well. But, the best external feedback is
           | not from your investors, but from your (potential)
           | customers!!
        
       | QuiCasseRien wrote:
       | > It's much more comfortable to be the person that "could be X"
       | than to be the person that tries to actually do it
       | 
       | I totally agree with that statement and it mostly explains why so
       | many people does not go down a rabbit hole.
        
       | Havoc wrote:
       | That sort of jump always looks both incredibly brave and foolish
       | to me. I guess it's necessary for startups though.
       | 
       | I'd think more would do a ramen bootstrap to test waters on both
       | product fit and potential for monetization though
        
       | stephenlf wrote:
       | The author felt pressure to build an explosive startup with tons
       | of early funding. For those feeling similar pressure, look into
       | the concept of "slow burn startups." These are startups that
       | stick around and make long-term impact.
        
       | olucas wrote:
       | That was such a good read. Thank you!
        
       | rrvsh wrote:
       | what a great article. I've started a daily blog this year a la
       | nik.art, but its really easy to write about surface level stuff
       | like what my projects are or how i enjoyed a piece of media.
       | today, i skipped the blog post, telling myself it was just a rest
       | day because sundays, but in reality i just went through some
       | upsetting shit and didnt really want to write what was on my
       | mind. this post really made me realize that's kind of the point
       | of writing though. thanks for sharing :)
        
       | alexissantos wrote:
       | Re: "It's much more comfortable to be the person that 'could be
       | X' than to be the person that tries to actually do it."
       | 
       | I build entertainment experiences (escape rooms, live game shows,
       | etc.), and I find that this also applies to individual
       | projects/products. In the early planning stages we outline the
       | ideal contours of a project, but as we build and run into
       | constraints we start to see the gap between our vision and
       | execution. And, usually, it's fine. We're the only ones who can
       | see that gap because we're the only ones who knew the original
       | plan. Guests only see what exists. We see what _almost_ existed,
       | what was left on the cutting room floor.
       | 
       | The planning stage is the most comfortable because we don't yet
       | have to reckon with how we have fallen short of our plan. Now,
       | during every planning phase, there's a visceral acknowledgment
       | that there _will_ be a gap between vision and execution, but we
       | make choices that attempt to make those gaps smaller or, at
       | least, acceptable.
        
       | arikrahman wrote:
       | You lost me at girlfriend, pal. But seriously, it's the living
       | dichotomy between master and slave morality. There is a different
       | system to live by when you're in the higher echelons of
       | performance.
        
       | sweetrabh wrote:
       | thanks for sharing your thoughts. I'm about to go down this
       | journey and this is extremely useful to keep in mind.
        
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