[HN Gopher] I am (not) a failure: Lessons learned from six faile...
       ___________________________________________________________________
        
       I am (not) a failure: Lessons learned from six failed startup
       attempts
        
       Author : lisper
       Score  : 247 points
       Date   : 2025-01-20 18:40 UTC (4 hours ago)
        
 (HTM) web link (blog.rongarret.info)
 (TXT) w3m dump (blog.rongarret.info)
        
       | superkuh wrote:
       | The difference between a failure and a success when starting a
       | business is if you can afford (monetarily) to fail. if you can
       | afford it just keep failing till something sticks. If you're not
       | well off, well, too bad.
        
         | gottorf wrote:
         | > if you can afford it just keep failing till something sticks.
         | 
         | In the sense that infinite monkeys will eventually put out
         | Shakespeare. In reality, money and time are both limited ;-)
        
           | Salgat wrote:
           | They may be limited, but most folks can't even afford to
           | enter the startup founder game to begin with.
        
             | huijzer wrote:
             | Isn't that the whole idea of a business? To make money.
             | 
             | (Sounds like I'm kidding but I'm not really. Many of the
             | richest people were very poor at some point. For example,
             | Andrew Carnegie or Levi Strauss. Also Arnold Schwarzenegger
             | started from nothing in the US.)
        
               | recursive wrote:
               | There are a lot more people with the idea of making money
               | than there are people making money.
               | 
               | Also, there are a lot more poor people than startup
               | founders.
               | 
               | Hm, there must be more to it.
        
               | Salgat wrote:
               | The point being made though is that business success is
               | greatly influenced by existing wealth, since it gives you
               | the luxury of being able to absorb the costs and risks
               | involved. People like to give a few rare exceptions to
               | the rule as somehow evidence that this isn't true.
               | 
               | The best analogy I've seen is that starting a business is
               | like playing a game at a carnival. The more tickets you
               | buy, the more attempts you have to win the prize.
               | Meanwhile most folks are the carnival workers, never
               | being able to get a chance to play the game in the first
               | place.
        
               | huijzer wrote:
               | I can also make the counterargument that people who grew
               | up in hardship are more likely to become relentless
               | businessmen. Most of the top richest people in America
               | are immigrants.
               | 
               | Most people don't start a business because they tell
               | themselves that it won't work. It's the hard truth that
               | most people don't want to hear.
               | 
               | If you read about most founders they don't become rich
               | due to luck or background or whatever. No most of the
               | time they set themselves a goal and then do EVERYTHING to
               | get there. They don't care whether their parents had
               | money or not. Or whether the market timing is right. They
               | just do whatever they need to do.
        
               | intelVISA wrote:
               | Damn it was that easy to obviate financial obligations?
               | Guess the bank also won't care if we stop paying our
               | mortgages?
               | 
               | To give credit to your position, over in Europe they've a
               | generous welfare state yet very few successful startups
               | so there's definitely a huge grindset factor but you're
               | still cashing in on incredible luck or a comfortable
               | economic position to be able to try enough times to
               | score.
               | 
               | This is why the standard issue techbro advice from semi-
               | wealthy "hustlers" who failed upwards on the backs of a
               | few H1B 'founding' engineers is not actionable, I can at
               | least respect the ones who don't bother with the facade.
        
               | t43562 wrote:
               | > Most of the top richest people in America are
               | immigrants.
               | 
               | ....because there isn't enough wealth where they're from
               | to absorb a lot of failures.
               | 
               | Hence they come to the land of opportunity where there
               | are gamblers with money to gamble.
        
               | SketchySeaBeast wrote:
               | Many of the richest people also come from places where
               | they COULD afford to fail. Let's be honest, looking at
               | patterns to become wildly wealthy is all survivorship
               | bias, although, if you're well off to begin with, you're
               | more likely to actually survive, and that makes you more
               | willing to give it a shot.
        
         | orliesaurus wrote:
         | why go all in at first?
        
       | kevmo314 wrote:
       | This line in the article resonated with me:
       | 
       | > First, it sets the stage for what was to come, and second,
       | while it was unquestionably a success, it was not my success.
       | 
       | I used to think that success was being successful the way I
       | wanted and I was often frustrated because things were working but
       | not because of the way I wanted them to. Turns out, it's doubly
       | difficult to make things not only work but also work the way I
       | want.
       | 
       | I've since tried to be more open-minded and see wins that perhaps
       | I didn't expect or want still as wins and it's made me feel a lot
       | more successful. One might scoff and say I should hold myself to
       | a higher standard, but at the end of the day, success is only an
       | intrinsic feeling anyways. It's not a measurable metric so I
       | might as well feel better about the progress I'm making.
       | 
       | In the context of the article, the author could see these all as
       | failures, but it sounds like some of these were pretty
       | successful. In fact, the author concludes as much, finding
       | happiness in the "failures". It's all an arbitrary label anyways.
        
         | hinkley wrote:
         | I've had a lot of coffee breaks with highly placed peers who
         | expressed concern because our boss was sure our success came
         | down to one or two attributes and seemed completely blind to
         | all the ways we saved him from himself. If apathy ever took
         | over the team, we would burst into flames because of all of
         | these details.
         | 
         | There's a great old aphorism that sounds like sarcasm if you
         | don't understand this: "Take care of the little things and the
         | big things will take care of themselves." Any halfway sane team
         | is dominated by people who are all too happy to jump on the Big
         | Things. But for want of a nail, the kingdom can be lost. And if
         | you cannot see his importance, and fire the farrier to hire
         | more knights, then everybody loses.
        
           | numpy-thagoras wrote:
           | When you see a successful boss, look around for his
           | successful reports. They're always the ones cleaning up the
           | boss' messes. The truth is that we all need to be saved from
           | ourselves at some point (sometimes as education, other times
           | as hard lessons), but tech culture certainly pushes that far
           | with the "gifted visionary" mythos. A gifted visionary's much
           | vaunted "Ideas > Details" only works when the detail people
           | are there to make it work.
        
         | ChuckMcM wrote:
         | Yeah, the "success definition" trap is real. For me I was
         | having coffee with a former co-worker who was now a VC because
         | they had been at one of the same companies I had been but had
         | joined "pre-IPO" and so probably had a net worth of 20 - 30
         | million. They asked what I was looking for and I said "To be
         | successful like you!" and they said, quite seriously, they
         | would prefer to be successful like me. And at that point we
         | talked about the parent's point of how do you define success?
         | This person had money but had lost their their spouse to
         | divorce over 'working too hard' and were now alone. Meanwhile
         | my third kid was on the way and I was doing okay but certainly
         | not "FU money" okay. And yet from their perspective, that was
         | more successful than they felt. That really threw me for a
         | loop.
        
           | mostertoaster wrote:
           | Totally feel this. I think all people should desire to be
           | wealthy and to keep from being impoverished, but we should
           | not define wealth and poverty simply in terms of our monetary
           | wealth, or lack thereof. People who have the love of family
           | and friends, a clear conscience, health, their physical needs
           | met, and thankful hearts, are far wealthier than a majority
           | of people in this world who have a large number in their bank
           | account.
           | 
           | Yet in our consumer world, people are continually thinking of
           | their worth simply in terms of the money they have or the
           | money they make. I've known many married working moms, who
           | decided to leave the workforce and be homemakers, who
           | constantly felt like their worth diminished because of the
           | decrease in their wealth, not recognizing that the bond they
           | had with their children, was growing stronger and greater,
           | and didn't recognize how incredibly valuable that truly was.
           | 
           | Note: I'm not saying working moms can't have strong bonds
           | with their children, I'm talking about specific situations
           | where for them it was hindering their relationships, and
           | their relationships improved but was at the cost of less
           | money.
        
         | morgante wrote:
         | Also interesting that it seems like his relatively minor 1 year
         | stint at pre-IPO Google was successful enough to pay for many
         | other endeavors.
         | 
         | It's a great example of the power laws in startups: it's much
         | more lucrative to have a minor role in a major success than a
         | major role in anything minor.
        
           | scarface_74 wrote:
           | I would go even further, it would have been much better
           | statistically to work at any of the BigTech companies even in
           | the past 10 years than take a chance at a startup.
           | 
           | Seeing the outcome of the startups he listed, it would have
           | been much better to work as an enterprise CRUD developer at a
           | bank, insurance company, etc
        
             | morgante wrote:
             | > Seeing tts outcome of the startups he listed, it would
             | have been much better to work as an enterprise CRUD
             | developer at a bank, insurance company, etc
             | 
             | Enterprise CRUD developers don't make that much. I'm
             | confident OP made more over his career than them.
        
               | scarface_74 wrote:
               | How much do you think he made at his failed startups that
               | didn't exit and didn't make enough to draw a significant
               | salary?
               | 
               | The average CRUD developer working in the US in most
               | major cities can make $130K to $165K within 5 years with
               | aggressive job hopping.
        
               | morgante wrote:
               | OP would have to speak to his experience, but between a
               | Google IPO and the $10M Virgin acquisition I would be
               | surprised if he didn't average >$200k lifetime.
               | 
               | Throughout this thread, it's clear you have an ax to
               | grind. Startups are obviously not for you, but many enjoy
               | them and benefit.
        
               | drewr wrote:
               | > the $10M Virgin acquisition
               | 
               | I think he wrote that he didn't make anything from that.
               | He held onto the equity because he (unfortunately)
               | thought Virgin would turn it into a success.
        
               | scarface_74 wrote:
               | He wasn't a "founder" at Google. Google IPO'd in 2004.
               | How many of the $n number of startups founded around the
               | time that Google was founded and it IPO'd were successful
               | and how many disappeared into obscurity?
               | 
               | There are so many people especially on HN who succumb to
               | survivorship bias. Most failed startup founders never
               | admit it. The original author is not one of them one and
               | he was willing to be open about it - that's a compliment
               | by the way.
               | 
               | "Many" may benefit from them. But statistically, most
               | don't
        
           | AbrahamParangi wrote:
           | I think this is actually not as obvious as it seems as equity
           | is also power-law distributed. An executive founder may have
           | 10-50x the equity of a founding junior employee, who
           | themselves might have 10-20x the equity of a key early
           | employee.
           | 
           | The power laws actually cut both ways. I think the optimal
           | path is not entirely obvious without some particular
           | understanding of whether or not you are a stronger player as
           | a leader or a follower.
        
         | jebarker wrote:
         | Ugh, I know this feeling too well. I've been pretty successful
         | in life so far by societal standards but have always felt
         | inferior and like I'm failing. Always. I think partly that's
         | responsible for the drive that enabled earlier success, but it
         | gets old. My first defense when those feelings bubble up is to
         | remember we're all playing a game we can't win!
        
         | robomartin wrote:
         | Sometimes wins are not necessarily measured with financial
         | success. A company can utterly fail and still represent a win.
         | I had one of those.
         | 
         | I started a self-funded tech company around 1998. This was hard
         | tech, hardware and software. And I was the sole engineer doing
         | all the work. This meant 18 hour days, 7 days per week to get
         | the plane off the runway. Two years later, after booking lots
         | of sales, we finally moved out of the garage and I started to
         | hire people. Yes, I ran this beast entirely on my own for two
         | years. A few years later a large well-known company expressed
         | interest in acquiring the technology. The number being floated
         | was in excess of $30MM.
         | 
         | What happened?
         | 
         | Well, 2008 happened. The economic implosion caused this company
         | to second-guess entry into the market we had pursued --which
         | they intended to do by acquiring us. The deal went from being a
         | couple of meetings away from an acquisition to evaporating in
         | front of my very eyes.
         | 
         | The bad news was that the economic downturn truly hurt us over
         | the next couple of years. I had to shut it down in 2010 and
         | lick my wounds.
         | 
         | This thing went from pouring all of our savings and an
         | incredible amount of very hard work into a crazy idea,
         | executing well enough to get a $30MM+ offer to closing the
         | doors and nearly losing it all in the process.
         | 
         | At the time this felt like an abject failure and a waste of ten
         | years of my life. It took me months to get my head back on
         | straight. Today, looking back, I see it as a success. I took an
         | idea from nothing to close to a massive life-changing exit and
         | did so mostly on my own through hard work, grit and
         | determination. That's a success story nobody can take away from
         | me. I learned a lot along the way and most of those lessons
         | were part of success in future endeavors.
         | 
         | Life can be funny and cruel sometimes. You might think you are
         | going through your darkest hours when, in reality, you are
         | growing a solid backbone that will support the rest of your
         | life.
         | 
         | Entrepreneurship is hard. Very hard.
        
           | scarface_74 wrote:
           | Honestly, that feels like copium.
           | 
           | It's like anecdotes you hear from religious people during a
           | disaster. "I lost five of my kids. But I'm so thankful that
           | God looked out for me and saved one"
        
             | liontwist wrote:
             | Interpreting a difficult event in terms that allow you to
             | move on is not "copium". we all do it all the time to
             | explain our mistakes and weakness regardless of religion.
             | 
             | I don't think any of these people are saying "I'm so glad
             | my kids are dead" they are saying they are able to see
             | these unfortunate events in a bigger picture.
             | 
             | What you may be looking for is "sour grapes" - something
             | that was previously desired is now not viewed as highly
             | after failing to obtain it.
        
       | scarface_74 wrote:
       | How are any of these not failures?
        
         | mock-possum wrote:
         | The author is saying that _he_ is not a failure, despite his
         | business ventures failing.
        
           | scarface_74 wrote:
           | Consider the only thing he mentioned as part of his priority
           | stack is wanting to have a successful startup, how is he not
           | a failure?
        
             | liontwist wrote:
             | Every negative and uninsightful comment in this thread is
             | coming from the same person
        
               | scarface_74 wrote:
               | It's not "insightful" because I don't drink the "startup"
               | think happy thoughts kool aid?
               | 
               | I assume the purpose of the startup is to make money and
               | hopefully make more than the alternative of just getting
               | a job.
               | 
               | If my priority stack is "be a successful founder" over
               | all else and I fail at doing so, how am I not a failure
               | based on my own criteria?
        
               | liontwist wrote:
               | Nobody is asking you to drink kool aid.
               | 
               | In this thread are numerous nuanced disagreements with
               | people sharing pros and cons of difficult life choices
               | they made. I would suggest reading and reconciling these
               | comments with your own life experience and values, in the
               | best possible faith.
               | 
               | If you have zero interest in startups. These threads and
               | this forum might not be of interest to you.
        
       | andrewstuart wrote:
       | So few.....
        
         | random3 wrote:
         | lol - are we going to see a larger echo post? :)
        
           | andrewstuart wrote:
           | That would take some courage.
        
       | Fokamul wrote:
       | -I failed six startups attempts, (btw I'm multi-millionaire)
       | 
       | Americans are weird :)
        
         | julianeon wrote:
         | If he didn't say or imply that, his advice would be discounted
         | as that of a (probable) loser.
        
           | lisper wrote:
           | I suppose a truer test of character would have been if I had
           | not had one big win fall into my lap that offset all the non-
           | wins. But one of the messages I was hoping to convey is that
           | one's life trajectory includes a lot of randomness. The best
           | you can hope to do through volitional action is slightly tilt
           | the odds in your favor. But that might be enough.
        
             | jebarker wrote:
             | One point in your story that I think is worthy of kudos is
             | that you left Google. I'm not sure how certain the riches
             | were at that point, but presumably you could have chosen to
             | just ride that wave longer. That's a really hard thing to
             | do.
        
               | lisper wrote:
               | Thanks, but my motives for leaving were a lot less kudo-
               | worthy than you might think. When I left in October 2001,
               | success was far from certain. If I knew then what I know
               | now I probably would have stayed, and I probably would
               | have put a lot more effort into climbing the (very
               | steep!) learning curve.
        
         | myheartisinohio wrote:
         | Gotta build stuff bro
        
       | random3 wrote:
       | When going through crazy stuff as a founder, I always thing "this
       | is going to make for a very intersting story some day". Looking
       | back I doubt I'll remember them all and, while keeping things in
       | full throttle, I wonder if I'll ever get to write about
       | anything...
       | 
       | My conclusion is that most interesting stories remain burried and
       | we're lucky to see anythign real (as in true stories) surfacing,
       | because people that are crazy enough to enjoy these pains, hardly
       | have any time to write about them.
       | 
       | Meanwhile we're presented with a somewhat skewed reality that's
       | both less interesting, less real and overly biased towards
       | glamor. The title of a somewhat :) unrelated book keeps popping
       | in my head "Reality is not what it seems".
        
         | Traubenfuchs wrote:
         | The right moment to start writing down things you have
         | regretted not to having written down in the past is now.
        
         | Retric wrote:
         | You'll recall a surprising number of details if you start
         | trying to write even an outline of stuff down.
         | 
         | Many may not have actually happened, but it's still worth
         | considering even decades later.
        
         | chasd00 wrote:
         | Heh "it could be the purpose of your life is to serve as a
         | warning to others" - despair.com
        
         | neilv wrote:
         | Related to many interesting/crazy things being lost to history
         | because the observer/actor is too busy to record them, and the
         | things that do get reported consequently not representing
         | reality... (And maybe a little relevant to the somber news
         | events on this Monday.)
         | 
         | Many major religions prohibit making a show of good deeds.
         | You're supposed to do it secretly, so that your intentions are
         | pure.
         | 
         | But other people only see when a good deed is reported, so
         | we're getting a distorted version of reality.
         | 
         | Some of these are reported for good reasons. But the worst form
         | would be what social media kids are bombarded with: things like
         | the clinically oblivious "influencers" who make videos of
         | themselves exploiting a homeless person with a "charity" stunt.
         | 
         | One way to do good, while also letting people be inspired, is
         | to do it anonymously. For example, the donation in a large
         | crowd of them, or the anonymous rich-person's donation to a
         | good cause (not a vanity university department named after
         | yourself!), or any of the countless ways that one person
         | quietly helps someone else.
         | 
         | You'll never know most of the times someone else helped you
         | out, and most of the times you helped out someone else will
         | also never be known. That's OK.
         | 
         | If you ever have the occasion to jump into an icy lake, to save
         | a busload of photogenic schoolchildren and puppies, then you
         | must try to get out of there right after, before anyone's phone
         | dries out. Then the story will be about people simply doing the
         | right thing, even an amazing thing, and fading back into the
         | crowd. It'll be one of the best stories ever.
        
           | hinkley wrote:
           | There's an old xkcd joke about how some grand problem in
           | information theory has probably been solved on some mundane
           | business task without the author even knowing what they've
           | done.
        
         | hinkley wrote:
         | I wonder if someone like YC or a16z could manage to hire a
         | journalist or anthropologist to make an honest chronicle of
         | what happens at startups and not turn it into a propaganda
         | piece.
         | 
         | Having to explain yourself helps clarify what you're doing. The
         | time "lost" keeping said person updated might even pay for
         | itself.
        
           | scarface_74 wrote:
           | I found the "Startup" podcast to be interesting when they
           | documented real time the founding of Gimlet media, pivoted to
           | other companies and then went back to document their
           | acquisition by Spotify
        
         | p3rls wrote:
         | I was thinking just today that Squarespace should contact me
         | and I'll do a commercial for them based on my experiences of
         | creating a webapp and turning it into a business because I was
         | too picky to use a prebuilt CMS etc. I have eight years of
         | nonstop pain and stories to tell.
        
       | pockmarked19 wrote:
       | It's important to think not in terms of success or failure, but
       | in terms of philosophy and mistakes. If you're focused on the
       | outcome there isn't much you can improve on, the reasons for
       | failure are many. Mistakes on the other hand stem from flaws in
       | your philosophy, which you can readily revise. In a lot of the
       | cases presented here, the mistake that stands out is working with
       | the wrong people.
        
       | ktallett wrote:
       | Those with no failures never tried. Now I'm the complete opposite
       | of someone who would usually say that but I believe it to be
       | true. Failure at things is ok, it's just part of doing stuff.
       | Just like death is an outcome of life. Anyone who tells you they
       | have never failed either hasn't ever tried anything or is a liar
       | and protecting their ego. It's ok to admit you made mistakes or
       | failed or that you don't know something.
        
       | gruntledfangler wrote:
       | > Why don't the banks care? Because they treat the cost of fraud
       | as just another cost of doing business, and they pass it along to
       | you, the consumer. And they do it in a diabolical, stealthy way
       | that you don't notice. But that's another story.
       | 
       | Desire to know more intensifies
        
         | jackthetab wrote:
         | In the past, my knee-jerk reaction would have been "Yes,
         | exactly!" Then I heard patio11's podcast on debanking[1]. It
         | gave me some interesting views into fraud and compliance and
         | $STUFF. Highly recommended.
         | 
         | [1] https://www.complexsystemspodcast.com/episodes/debanking-
         | pat...
        
         | lisper wrote:
         | See https://blog.rongarret.info/2013/02/a-simple-solution-to-
         | cre...
         | 
         | That's actually the start of a multi-part series:
         | 
         | https://blog.rongarret.info/2013/02/a-simple-solution-to-cre...
         | 
         | https://blog.rongarret.info/2013/02/a-simple-solution-to-cre...
         | 
         | https://blog.rongarret.info/2013/02/a-simple-solution-to-cre...
         | 
         | https://blog.rongarret.info/2013/03/cutting-to-chase-repeal-...
         | 
         | https://blog.rongarret.info/2013/03/a-simple-solution-to-cre...
         | 
         | Keep in mind all that was written twelve years ago and the
         | world has changed a lot since then.
        
           | mritchie712 wrote:
           | > So why hasn't it been done?
           | 
           | The answer is simpler: it's not that big of a problem to the
           | people that would need to solve it (visa, banks)
           | 
           | Yes, it' billions of dollars per year, but that's on a
           | denominator of trillions.
           | 
           | > In 2022, global payment card transaction volume surpassed
           | $40 trillion, with the U.S. accounting for over $9.5 trillion
           | 1 . If we consider the $5 billion in unauthorized purchases
           | reported by Security.org 2 , the percentage of fraudulent
           | transactions in the U.S. would be approximately 0.05%.
           | 
           | 1 - https://docs.google.com/document/d/1tudQcmL8lNH49iZZ8wRB8
           | 8KW...
        
             | lisper wrote:
             | > it's not that big of a problem to the people that would
             | need to solve it
             | 
             | That's not wrong, but it misses the point. It's not worth
             | the bank's time to solve it, but for _me_ it would produce
             | a pretty damn good ROI. All I needed was one entry point
             | into the system, but I couldn 't find it.
        
         | jocaal wrote:
         | It's been a while since I read this article, but I remembered
         | the title and it seems to imply that it is relevant
         | 
         | https://www.bitsaboutmoney.com/archive/optimal-amount-of-fra...
        
         | mritchie712 wrote:
         | why is this surprising? If they didn't pass the cost of fraud
         | along, they'd all go out of business.
         | 
         | The interchange rate on credit cards is high, but "diabolical"
         | is a stretch.
         | 
         | Also, fraud is a very small line item in a credit card P&L.
         | Generally 25bps to 50bps vs credit charge offs which are closer
         | to 3% to 6%.
         | 
         | Source: Ran risk for Bank of America and a credit card fintech.
        
       | zabzonk wrote:
       | > Growing up, I had two major life ambitions: to become a tenured
       | university professor, and to found a successful startup company.
       | 
       | why the hell those two?
       | 
       | I eventually - into my thirties- worked out that i wanted to be a
       | good computer programmer, and a good photographer. managed the
       | first, but not the tatter - two bored.
       | 
       | What I mean, is why did you have those ambitions growing up. I
       | don't think most normal young people really can't think what they
       | want to do until later in their lives.
        
         | MattPalmer1086 wrote:
         | > why the hell those two?
         | 
         | I would guess to be free to pursue interesting ideas, and then
         | make money off them.
        
           | zabzonk wrote:
           | why tenured? (I can't be sacked?). why startup? (well, why at
           | all, but also cannot easily be sacked, should the startup
           | actually work).
           | 
           | just my opinion, and not to badmouth, but this sounds like a
           | somewhat insecure person.
        
             | dasil003 wrote:
             | That's a weird take, he's talking about youthful ambitions.
             | Tenured professor is a pretty standard bar for academic
             | success, and startup us shorthand for building a scalable
             | tech company from scratch. These seem like perfectly
             | cromulent ambitions to me, not sure how insecurity enters
             | into it or why I would care if it did.
        
             | motoxpro wrote:
             | It's just a success metric + an activity
             | 
             | Tenured (metric) + professor (activity).
             | 
             | He defined his, same as you did:
             | 
             | Good (metric) + programmer (activity)
             | 
             | The activity is just what people find interesting and the
             | metric is what you strive toward. Imposing the idea that
             | the only reason you pursue originality is so that they
             | can't get sacked is a very wild take.
        
         | lisper wrote:
         | > why the hell those two?
         | 
         | Good question. I could probably write an entire essay about
         | that but the TL;DR is that I thought that tenure and financial
         | independence were the roads to freedom, which is what I really
         | wanted. I also really liked (and still do) the college vibe,
         | being surrounded by interesting people thinking and talking
         | about interesting and weird stuff.
        
           | nolamark wrote:
           | I do hope you write the entire entire essay.
           | 
           | Guess my question is did you have any plans what to do with
           | that freedom? Or did the vision just stop with freedom?
           | 
           | Must be I was less ambitious than you. I too started out with
           | goal of tenure and financial independence. 3 years in on
           | tenure track I figured it was easier just to get financial
           | independence and give myself tenure than to play someone's
           | game.
           | 
           | One I reached financial independence (probably a much lower
           | threshold than your), I didn't have any trouble find trouble
           | finding things to fill my days with fulfilling activities
           | that I had long put off. Always fun stuff to learn.
           | 
           | So interested to learn if it was that you still had something
           | you felt you had to prove? Just plan inertia?
           | 
           | Can really put my finger on it, but what if in "I am (not) a
           | failure" essay in addition "Lesson Learned" for each attempt,
           | you had a "Joy Experienced" (perhaps too corny) section as
           | well.
        
             | lisper wrote:
             | > did you have any plans what to do with that freedom?
             | 
             | Yes. I was going to solve really hard problems without any
             | pointy-haired bosses standing in my way. I was specifically
             | going to solve AI.
             | 
             | > So interested to learn if it was that you still had
             | something you felt you had to prove?
             | 
             | It started out that way, but now I've ended up feeling like
             | I gave it my best shot, and so I failed because I
             | discovered my own limitations rather than any external
             | circumstances (with the notable exception of Smart
             | Charter). And I'm OK with that.
             | 
             | > what if ... you had a "Joy Experienced" (perhaps too
             | corny) section as well.
             | 
             | What I find has given me the biggest dopamine rush over the
             | years is _getting something to work_ , especially after
             | beating on it for a long time. And that includes small wins
             | like fixing a bug in personal code that no one is ever
             | going to see, or fixing something around the house, or
             | getting something I've written on the front page of HN and
             | seeing it well-received. The best way I can think of to
             | characterize it is that I like to feel useful. I don't
             | think I'm alone in that.
        
       | r_thambapillai wrote:
       | I thought this was a very powerful meta learning, something that
       | abstracts across all the experiences.
       | 
       | > And I think my current happiness stems mainly from the fact
       | that I like the person I've become, someone who can fail again
       | and again and again and again and still find a way, for the most
       | part, to be happy.
       | 
       | Curious if you have any other learnings that are less specific to
       | a particular endeavour but hold tru/derive from your experiences
       | across all of them
        
       | lisper wrote:
       | Author here. AMA.
        
         | var_cw wrote:
         | there seems to be a common theme around not believing in the
         | idea/product/people too deeply, thus leading to faulty or mis-
         | step execution. would it be right to say that? a contrast to
         | others who are not a "failure"?
         | 
         | mad respect to you for being open. thanks for sharing.
        
           | pyb wrote:
           | I had the same question reading this. Ron, which was the idea
           | you had highest conviction in?
        
             | naijaboiler wrote:
             | solve problem people care about, and charge from day 1
        
             | lisper wrote:
             | Smart Charter. I think that might still be a viable
             | business even today, though I have not really kept up with
             | the industry so I don't know.
             | 
             | Ironically, today I have a part-time consulting gig at a
             | company designing network switches, and I see them
             | wrestling with the exact same problems we were tackling 30
             | years ago. So FlowNet would be a very close second.
        
           | lisper wrote:
           | > there seems to be a common theme around not believing in
           | the idea/product/people too deeply, thus leading to faulty or
           | mis-step execution. would it be right to say that?
           | 
           | Not sure whether you're asking whether that sentiment exists
           | or if it's correct. But either way, there's no easy answer to
           | that. If you don't believe that's not helpful, but on the
           | other hand, if your beliefs don't align with reality that's
           | not helpful either. It's possible to succeed without strong
           | convictions, and it's possible to succeed with convictions
           | that don't align with reality, but if you have to choose one
           | or the other, believing in yourself is a better than
           | believing in reality if your goal is material success. (Look
           | at Donald Trump.)
        
         | mfld wrote:
         | The last startup was based on a great idea, with obviously high
         | potential (see airtable). So why did you stop following that
         | idea so early?
        
           | lisper wrote:
           | Because I'm not a bizdev guy, so when my partner, who was the
           | bizdev guy, had to quit, and we had no customers, the odds of
           | success seemed too low for me to deem it worth the effort to
           | continue.
        
         | LAMike wrote:
         | Did you buy any Bitcoin for long term investment?
        
           | lisper wrote:
           | No. That's another long story. I think bitcoin is basically a
           | scam. (That's another essay I should probably write.)
           | 
           | This is not to say you can't make money at it. People make
           | money on scams all the time. One might argue that it's a
           | foundational element of the American economy. But when it
           | comes to bitcoin, I understand the technology and its
           | attendant risks too well for me to want to play that game.
        
         | 331c8c71 wrote:
         | I encourage you to expand on "In the real world, research is
         | not a Platonic quest for objective truth" maybe by writing
         | another article or linking what others wrote on a similar
         | subject.
         | 
         | This is an incredibly common pitfall that people fall into time
         | and again. Hell, even I am getting these vibes with all that
         | recent hype about deep learning - despite I am no stranger to
         | academia (in another area and some years back).
        
           | lisper wrote:
           | I don't know that I have all that much to say about it.
           | Research is (at least to date) a human activity and so it is
           | necessarily beset with human foibles. It requires resources,
           | so it necessarily involves economics, which necessarily
           | involves politics. It's not rocket science. Anyone who thinks
           | about it for even a moment can figure this out without my
           | help.
           | 
           | > recent hype about deep learning
           | 
           | Does anyone really look at contemporary AI as a Platonic
           | quest for objective truth? It seems to me that there is
           | pretty widespread clarity about the fact that this is mostly
           | a commercial endeavor. If you want to talk about Platonic
           | quests for objective truth we should talk about, say,
           | mathematics or fundamental physics.
        
             | 331c8c71 wrote:
             | > Does anyone really look at contemporary AI as a Platonic
             | quest for objective truth?
             | 
             | I realize I have a tendency to romanticize some of the
             | papers I read even if I fully understand intellectually it
             | is a wrong thing to do. Probably I should try concsiously
             | train myself not to do it or something along these lines.
             | 
             | My experience tells me if I have a question or an issue
             | it's very unlikely to be unique to myself. And (re-)reading
             | an honest or even cynical account about something typically
             | helps e.g. ribbonfarm on corporate hierarchies/politics.
        
             | 331c8c71 wrote:
             | BTW I really enjoyed your recent open letter
             | 
             | https://blog.rongarret.info/2025/01/an-open-letter-to-
             | democr...
        
       | paul7986 wrote:
       | Failure here too I guess but my downfall per my experiences in
       | dealing with many who made it to the biggest names in tech is my
       | morality. I can't lie/cheat/steamroll over ppl to get to the top.
        
       | sinoue wrote:
       | What a fun read. I hope you'll try again!
       | 
       | "If at first you don't succeed, try, try again. Then quit. No use
       | being a damn fool about it." -- W.C. Fields
        
         | hinkley wrote:
         | Despair.com poster:
         | 
         | Quitters never win. Winners never quit. People who never win
         | and never quit are stupid.
        
         | lisper wrote:
         | > What a fun read.
         | 
         | Thanks!
         | 
         | > I hope you'll try again!
         | 
         | Thanks for the encouragement, but I just turned 60. Running a
         | company is too demanding for me to try it again. My ambition
         | now is to be a writer and find an audience that wants learn the
         | easy way things that I had to learn the hard way.
        
           | xn wrote:
           | Hey Ron. I've enjoyed following your blogging since we
           | crossed paths 20 years ago at Indiebuyer/Zerolag. I'm happy
           | to hear you're doing well, and wish you the best for the next
           | 20 years.
        
             | lisper wrote:
             | Thanks! I miss ZeroLag. You guys were the best.
        
       | latchkey wrote:
       | > But we couldn't figure out a way to procure drivers.
       | 
       | I briefly worked for Grab the company, which was another SE Asia
       | "Uber". Among other things, at one point they procured drivers in
       | Saigon by giving the wives/families free chicken meat. This way,
       | they could prepare the drivers meals to take while they were out
       | on the road all day long.
       | 
       | Kind of a local spin on tech workers free meals.
        
       | not2b wrote:
       | Multiple "diabolical" (his word, not mine) plans to fool people
       | about what the business really is (an attempt to get in the door
       | with one pitch, then pivot to the real plan and steal their
       | lunch) did not work out. Sorry about that, but putting out this
       | post won't help this guy execute on similar plans in the future.
        
         | flyinglizard wrote:
         | That's just business. I can't think of any business that's not
         | set out to displace some other business, whether by competition
         | or simply elimination.
        
         | redcobra762 wrote:
         | I'm genuinely curious as to what gave you the impression that
         | he intends to try again. I read this as a brief little memoir
         | of a man who has since moved on to bigger and better things.
        
       | naijaboiler wrote:
       | building a business is much more than having a great idea. Its a
       | different skill by itself. Skills PhD's don't prepare you for.
        
       | jfengel wrote:
       | My main lesson from running a startup: don't. And if you do, quit
       | when the going gets tough. Perseverance does not pay off.
       | 
       | Obviously it doesn't always end badly. But we get a massively
       | skewed view from survivor bias.
       | 
       | My life turned out pretty damn well once I got a plain ordinary
       | job working for someone else. But I don't kid myself: when it
       | comes to starting a startup, I did fail. The main lesson I
       | learned was that I was always going to.
        
         | seany62 wrote:
         | > My main lesson from running a startup: don't.
         | 
         | I hear this a lot and I think it is good advice because the
         | only person who should actually start a startup is the one who
         | sees this but still does it.
        
         | cheinic63892 wrote:
         | > My main lesson from running a startup: don't.
         | 
         | Worse than failing is not trying.
         | 
         | You will live your life always wondering "what if".
         | 
         | When you fail, you will have an answer to the above question
         | and can live in peace.
        
           | orochimaaru wrote:
           | It depends. Why do you want to start something? Do you really
           | believe in it? I mean there's got to be a certain set of
           | "hell yes" questions that need to be answered in the
           | affirmative.
           | 
           | Otherwise you're not missing much. Work for something that
           | pays well, solve interesting problems, spend time at home
           | with your family and friends. The problem is when you're
           | wanting to start something because someone else did it and
           | don't have the implementation or execution perseverance (or
           | just don't believe in it strongly).
        
           | z33k wrote:
           | Worse than not trying is trying and experiencing burnout
           | and/or destitution.
           | 
           | When you fail, it can be due to many things. Not everything
           | in the world is controllable. This is one of the reasons why
           | expecting zero "What ifs" at the end of your post-mortem is
           | unreasonable.
        
           | teaearlgraycold wrote:
           | Most people don't want to start a business. They might
           | fantasize but it's not something they would enjoy doing. It's
           | fine to realize you have other goals and to work on them
           | instead.
        
           | makerdiety wrote:
           | This (very popular) sentiment you have can basically be
           | abstracted into the "fear of missing out" meme. It's an
           | unnecessary predicate, it's founded on presupposition and
           | bias, and it's really detrimental to all serious long term
           | analyses.
           | 
           | There's no proof that this personal feeling should be
           | listened to or given behavioral authority, especially when it
           | suspiciously conforms to the aesthetic that is widely shared
           | by many who end up having only achieved a mundane life,
           | despite "noble" projects launched because of arrogant egos.
           | This social phenomenon which sponsors the freedom and agency
           | of people fit only to be busy drones is wasting global
           | resources on bourgeois affairs. Elon Musk and his eventual
           | epic failure at super-industrialism is a great example of
           | this harmful sinful pride.
           | 
           | The "what if" has only served to help overvalue ordinary
           | potential, when that capability should have been limited to
           | simple tasks, industries, and affairs. It's a mind virus
           | riding on the waves of language and the beastly body of
           | rationality, a false reality having been successfully
           | disguised as a legitimate object to perceive within the
           | cognitive sphere of humanity. It is deviation that surely has
           | contributed to the collapse of the great liberal humanism
           | project, the real goal of democracy and its encompassing
           | civilization having been the quiet and stable enslavement of
           | a massive surplus of dull brains and basic bodies. A mass of
           | uninteresting genetic carriers who would do well to never
           | worry about what is outside the scope of their common
           | destinies.
           | 
           | The dialectic that there can be morbid peace if you would
           | just test out the hypothesis that you can become a great man
           | is an incomprehensibly devised thinking trap that can filter
           | out men who don't know what the fuck is going on in the grand
           | universe.
           | 
           | But God (or simply nature) works in mysterious ways and I'm
           | glad that hubris was created to serve as an instrument for
           | learning what not to ever do. And to materially benefit from,
           | salvaging from the failures of future past technologies being
           | a huge possibility to leverage. Your supposed tragedy is my
           | informed opportunity, to paraphrase Jeff Bezos.
           | 
           | EDIT: If you ever invent warp drive or faster than light
           | travel or functional nuclear fusion, I'll be looking forward
           | to the blueprints of such treasures and strategic advantages
           | ;)
        
           | scarface_74 wrote:
           | Nope. I never lived one minute wanting to either start a
           | business or be an early employee at one - I'm 50.
        
           | solumos wrote:
           | Assuming that the process of failing doesn't cost you your
           | peace -- which is certainly a risk.
        
         | duxup wrote:
         | I'm on the ordinary working job track. I like it.
         | 
         | But if you're young, got the time ... I think it's worth a
         | shot, or two, or more.
        
           | jrockway wrote:
           | I think there are upsides and downsides to starting young. On
           | the one hand, you don't have much to lose, so failure is
           | softer. On the other hand, you're missing some experience
           | that would be useful.
           | 
           | I worked for a startup whose founder was a super young guy
           | who had never had a job before being CEO. He was missing
           | experiences like "what do I hate when my boss does" and so
           | needed to repeat all the same mistakes. This resulted in
           | things like... postmortem reviews with action items like "we
           | should dock people's pay if installs are done incorrectly"
           | instead of "we should ensure that the install crews have the
           | tools they need to do the install correctly". (That action
           | item was one of the few battles there that I won. We gave
           | every installer a toolbox containing the tools to do the job.
           | This improved the success of installs greatly. But who needs
           | a meeting to come up with an "idea" like this?)
        
             | duxup wrote:
             | At least if young you got the energy, time, usually fewer
             | family obligations, maybe even naive enough to do something
             | others won't (as a good thing) and ... you know if that's
             | the lifestyle you want.
             | 
             | But I hear you starting at zero life experience, that is
             | bad. I would find it pretty painful to work at a start up
             | and have to talk to the founder "bro let's talk about the
             | basics of picking your battles" and do it ... well.
        
           | scarface_74 wrote:
           | It's still not worth it. If you can get into a well paying
           | BigTech company, save aggressively and let the time value of
           | money be your friend, it statistically will make much more
           | sense to do that.
        
             | liontwist wrote:
             | Minor irritation: That's not what time value of money
             | means.
        
               | scarface_74 wrote:
               | It is. It's better to have made enough to save $300K when
               | you're 25 and put it in the stock market and let it grow
               | than make $300K when your 50. $300K is worth more when
               | you're 25 and retiring at 65, than it is when you're 55.
               | 
               | "The time value of money (TVM) is a financial principle
               | that states that money in the present is worth more than
               | the same amount in the future."
        
               | liontwist wrote:
               | It's a subtle point, but it's backwards.
               | 
               | Money is worth more NOW so you can spend it to acquire
               | skills, resources, and goods. If you wait then you are
               | living life without those things. And delaying early
               | strategic wins.
               | 
               | Passive investing is renting out that optionality to
               | other people, like starting a 401k early.
        
               | scarface_74 wrote:
               | Money is worth more now because it can be invested and
               | grow in the future instead of getting more money in the
               | future that is worth less because you have to take into
               | account either inflation or what the money could have
               | made even if you are just looking at the risk free
               | returns - ie discounted cash flows
        
               | liontwist wrote:
               | > Money is worth more now because it can be invested and
               | grow in the future
               | 
               | This is circular. Why would money magically get more
               | valuable in the future?
               | 
               | Money is valuable for its uses, not intrinsically.
               | 
               | The reason why you can get interest on money is because
               | people and businesses need it NOW to do productive
               | things, more badly than in the future.
               | 
               | This is the entire principle behind discounting cash
               | flows.
        
         | 999900000999 wrote:
         | I'm starting to think you really need to be well connected or
         | at least come from an upper class background to win here.
         | 
         | Steve Jobs is sort of an exception here, not only was he
         | adopted , but he was adopted by a very middle-class family .
         | 
         | I find myself really good at developing small apps, but very
         | bad when it comes to the business side. I would love to find
         | someone to work with who's good with business. But so far I've
         | just been time scammed a few times by morons who come up with
         | insanely impractical ideas .
         | 
         | And they never want to let you in for a full cut, they want to
         | give you like 1% of the company in the event that you're able
         | to build the entire thing out from scratch. If you discuss
         | modest technical limitations they'll berate you for corrupting
         | their vision.
        
           | Aurornis wrote:
           | > I'm starting to think you really need to be well connected
           | or at least come from an upper class background to win here.
           | 
           | In my local startup community there are a lot of
           | entrepreneurs and small startups founded by MBA students and
           | recent college grads who clearly come from wealthy
           | backgrounds. Nearly all of them either fail quickly or
           | continue for years without getting any traction beyond their
           | parents' connections' businesses.
           | 
           | The other side of being wealthy and well connected is that
           | it's really tempting to fall back on a job with your family
           | connections or to play startup for a few years while burning
           | through "seed" money from the family without the real
           | pressure of needing your startup to succeed.
           | 
           | > And they never want to let you in for a full cut, they want
           | to give you like 1% of the company in the event that you're
           | able to build the entire thing out from scratch.
           | 
           | There are a lot of wannabe entrepreneurs who need a cofounder
           | but don't want to give cofounder equity.
           | 
           | The majority of successful founders and founding engineers I
           | know had past working experience together. There are
           | exceptions, but most of the time when someone goes searching
           | for a cofounder or founding engineers because they don't have
           | anyone in their network, it doesn't work out. It can work and
           | does sometimes, but it's so rare that I'm very surprised to
           | hear success stories.
           | 
           | There are just too many people in the startup community
           | looking to "hustle" their way into an MVP without giving
           | anything up in the process. Also a lot of people who want to
           | be "cofounders" and get 50% of your company in exchange for
           | doing as little work as they can.
           | 
           | I was in a startup Slack for a while. Every other week
           | someone would come in asking for advice about how to evict a
           | deadbeat "cofounder" from their company who had secured 1/2
           | or 1/3 of the equity but wasn't contributing anywhere near
           | the other cofounders.
        
             | octopoc wrote:
             | I wonder if there's a market for "work swapping" where
             | founders of two separate companies will trade work without
             | trading equity.
        
               | 999900000999 wrote:
               | At that point just pay me.
               | 
               | If my normal billable rate is 70$ an hour I might offer a
               | discount if your project is really neat.
               | 
               | But I've never seen that, I've seen people wanting to me
               | to sign contracts would say I will donate time, and these
               | are never people who are realistic about what their
               | chances are. You get all this hype where they claim
               | someone offered them 100K just for the idea, but when you
               | ask for $100 a month to host the server they don't have
               | it .
        
           | hylaride wrote:
           | Steve Jobs was connected: By being raised in Silicon Valley
           | at just the right time. He even had a story (who knows how
           | true it is) of him as a kid looking up Bill Hewlett in the
           | phone book and asking about electronics parts (a frequency
           | counter IIRC) and Bill not only got him the part, but gave
           | him a summer job.
           | 
           | As for business, many successful tech entrepreneurs "learn"
           | it either as they go or by bringing on business experts, but
           | not giving them full control. For larger examples of the
           | latter, see Eric Schmidt as the "adult in the room" for
           | Google, Sheryl Sandberg for Facebook.
        
             | 999900000999 wrote:
             | If you had to look up someone in the phone book you by
             | definition aren't connected.
             | 
             | Connected is when your Mom knows the chairman of IBM. Like
             | with Gates.
        
             | liontwist wrote:
             | You have the agency to try to contact powerful people too,
             | but you don't.
        
           | jongjong wrote:
           | Yes, the social aspect is significant. It's not so much about
           | innovating and strategizing as much as it is about playing
           | politics with rich people and hope that they let you build a
           | successful product. Let's face it, rich people make all the
           | decisions. If you're not rich, it's all about socializing and
           | luck for you. It's hard to find a rich person who will let
           | you implement your vision and actually control your destiny.
           | It's demoralizing TBH.
        
           | wat10000 wrote:
           | Jobs got his start in a tiny industry (tech was decently big
           | already, but PCs were not) poised on the edge of massive
           | growth as technology got to the point where you could build
           | machines people would actually buy. And there was a huge
           | moat, as the necessary talent was rare. And even within that
           | rare talent, Jobs had the unique advantage of being able to
           | partner with Woz.
           | 
           | Nothing you can do today with a typical HN skill set will
           | come even close to that. There are thousands (at least) of
           | people with those skills. They can build it too, whatever it
           | is. You're not Woz and you don't know a Woz. Likely there is
           | no Woz today; everything computing is so much more
           | specialized and complicated and layered and just plain big.
           | You may be able to find success in this world, but it won't
           | be replicating the Jobs story.
        
         | financltravsty wrote:
         | Always baffled me how little commercial sense HNers had when I
         | was growing up and reading this forum.
         | 
         | It's as if no one taught them -- or they just don't have the
         | sense for it? -- that a startup is just a vehicle to make
         | money. There's nothing special about it. You can make lots of
         | money without a "startup." You can make lots of money doing
         | many different things even without a business entity. It's just
         | an abstraction for linguistic convenience.
         | 
         | My biggest wakeup was finding people much less educated and
         | much less intellectually gifted and much less socioeconmically
         | privileged making a lot more money than what could be
         | considered their betters in more prestigious and, on the
         | surface, well remunerated professions.
         | 
         | If you don't want to make money, don't go into business. Stay
         | at your job and grind a career out. If you have the desire to
         | make money, your senses will naturally sharpen as you use them
         | more to achieve that end. Otherwise, if you go and "build a
         | startup" for any other reason than making money you will fail
         | barring extraneous circumstances.
         | 
         | Baffling that this isn't common sense, really. But my fault. I
         | keep forgetting a professional forum is just a proverbial water
         | cooler, where you get to see a wide mix of people in your
         | profession -- and all the different backgrounds, values, ideas,
         | and ways of seeing the world -- most of which are continuous
         | works in progress that culminate only at death.
        
         | jimbob45 wrote:
         | Would you feel the same way if you had effectively infinite
         | money? (e.g. you were Bill Gates' secret daughter he sends a
         | million to each month).
        
         | makerdiety wrote:
         | You don't ever have to worry about survivor bias from me.
         | Because I know not to esteem highly those men who believe that
         | family formation and a business enterprise building commitment
         | can both exist at the same time.
         | 
         | Either you devote your entire being to the invasive alien job
         | that is learning how to extract value from civilization's
         | economically receptive citizens or you pack up your bags and
         | head back home on the plane that can depart from the place
         | where great men are selected and trained. Being a startup
         | founder is much, much more intense than some special forces
         | soldier life. You learn better values and habits than some punk
         | that will have peaked at the earning of the title of U.S.
         | Marine, to use a stark contrasting example. Or a black ops
         | Delta Force guy who just has to navigate a huge forest in the
         | dark on the dangerous way back to friendly territory, while the
         | compared startup founder needs to develop an entire science for
         | the navigation of profitable markets that no human has ever
         | seen before, let alone taken advantage of before. A nerd like
         | Richard Feynman can be much more tougher than someone that can
         | do a thousand pushups without stopping and shoot an M4 carbine
         | at a target 900 meters away.
         | 
         | Is Elon Musk even a good example of a successful startup
         | founder or businessman, despite his billionaire status? Logical
         | skepticism says no. And the brainwashing that popular ideology
         | does says yes.
         | 
         | After all, didn't Elon Musk fuck and impregnate some bitches
         | during his rise to a big bank account? He could have been using
         | that time and energy to colonize Mars before this twenty-first
         | century ends. He's not serious about what he says he wants. A
         | terrible role model to look up to.
        
       | ldjkfkdsjnv wrote:
       | I've heard from top investors that the best companies usually get
       | immediate and rapid traction. Sometimes theres a figma story
       | where it takes a while, but thats usually BS. Generally either
       | the product is right, or its not, and you know very quickly.
       | 
       | They usually dont want to tell founders this, they want them to
       | struggle through in the off chance it works
        
       | Ecoste wrote:
       | Thanks for the interesting read! How did you support yourself
       | through all of the failed startups?
        
       | anonnon wrote:
       | > To this day I'm pretty sure that plan would have worked if we
       | had actually executed it. It was a brilliant plan if I do say so
       | myself. In fact, it was so brilliant that it convinced Richard
       | Branson to acquire the company before we launched for $10M. We
       | started the company as Smart Charter, but we launched as Virgin
       | Charter.
       | 
       | It's noteworthy that he's portraying selling before launch as a
       | failure, and while ultimately the acquirer didn't follow his
       | vision and the business didn't pan out (and perhaps the author
       | never even got to liquidate his shares), it's still arguably more
       | of a success than Loopt (raised $39M, sold for $43.4M), which Sam
       | Altman and his backers had no reservations about portraying as a
       | huge success that springboarded him to YC president and later to
       | AI kingmaker.
        
       | morgante wrote:
       | It's interesting how at least several of the failures were good
       | ideas with bad timing/execution that others have replicated
       | successfully.
       | 
       | iCab: Uber obviously was very successful with this ~same premise
       | 
       | Smart Charter: I assume you can easily book a private jet online
       | now?
       | 
       | Founder's Forge: linking record-keeping and payment is what makes
       | Ramp great; 10 years of fintech innovations made executing this
       | much easier
       | 
       | Spark Innovations: this is basically the premise of Airtable
        
         | rsanek wrote:
         | As they say: ideas are easy, execution is everything.
        
           | naijaboiler wrote:
           | ideas are cheap. everyone has them. building a succesful
           | business out of ideas is hard. really hard.
        
           | s__s wrote:
           | It's honestly both. A good idea that's actually feasible and
           | has some kind of moat is extremely hard to come by.
        
         | antidamage wrote:
         | Most things that are new but not working can be solved by "I
         | should try this again later" after the landscape has changed a
         | little, whether that's supporting technologies, how receptive
         | your market is, if your market even exists yet.
        
       | philipwhiuk wrote:
       | > Spark Innovations
       | 
       | As I understand it, the competitor in this space is Anaplan.
        
       | NickC25 wrote:
       | Of course you're not a failure. You still put food on the table,
       | provide for your loved ones, and have a roof over your head.
       | 
       | You've got battle scars, and stories that are worth their weight
       | in gold. Your experience is probably extremely useful for the
       | right startup.
        
       | justmarc wrote:
       | Winston Churchill's words, "Success consists of going from
       | failure to failure without loss of enthusiasm."
        
       | Joel_Mckay wrote:
       | There are many reasons to do a startup, but people should only
       | call it a business when the goal is either a tax deduction
       | mitigation and or rapid entry into profit traction.
       | 
       | 1. Don't use some clever or hard to remember name with a weird
       | spelling. While easier to Trademark, the users and customers
       | won't differentiate your site from the sea of attention grabbing
       | garbage.
       | 
       | 2. If people have zero paying customers, and zero revenue... than
       | the hard fact is they were never in business, and should have
       | founded a nonprofit instead (common for opensource support
       | service entities.)
       | 
       | 3. Often copyright and patents are infeasible for small business,
       | and people simply can't build or defend things like a large firm.
       | Thus, initially design products/services to last maybe a year or
       | simply be disposable... When 270 desperate cloners show up to
       | dilute the market sector... people quickly understand why they
       | can't rely on Android, Steam, or Apple ecosystems to protect
       | their bottom line.
       | 
       | 4. There is zero loyalty without treasure. The only people that
       | care if your firm goes into the red is you, and maybe the small-
       | time shareholders. Most people can't take the constant
       | adversarial posture with problematic staff, opinionated
       | shareholders, and high-demand customers. Everyone thinks a CEO is
       | lame till you become a CEO for a year or two... Every
       | conversation from that point on is about money or marketing, and
       | most people keen on building things tend to burn out of the role
       | eventually due to social isolation.
       | 
       | 5. No company lasts forever, if the operation is a projected
       | liability it is your job to respond accordingly. Even if that
       | means executing an exit strategy, and firing the entire
       | problematic division.
       | 
       | 6. Ask business people about their memorable experiences, and not
       | about their money source. The superficial apparent function of a
       | business is usually very different from the actual revenue model.
       | 
       | Best of luck, =3
        
       | antics wrote:
       | There is one other way in which you are not a failure, and I am
       | sure that I am not alone in thinking about it: I have been
       | reading your words for 15 years, from the time I was a baby CS
       | major. That's really true, _e.g._ , here[1] is a comment from 11
       | years ago where I mentioned that a lisp you wrote for the Apple
       | //e informed a lisp for the Apple //e that I wrote.
       | 
       | Especially in my college years (2009-2013, ish), the world seemed
       | smaller, and to me, a lot of what you wrote was like looking
       | through a keyhole into the real world. Grown-ups can apparently
       | write lisp at JPL[2]! Google was chaotic[3][4][5][6] to work in
       | 2000, especially if you commuted from Burbank. A name change[7].
       | And, variously, surveillance, more lisp stuff, _etc_. Now I 'm an
       | adult and I still haven't professionally written lisp, but I'm
       | glad to have read about it anyway.
       | 
       | Anyway, it might surprise you to learn that when I think of your
       | writing, though, I think of your HN comments first. There is a
       | kind of influence that you can only get with a steady, unthanked
       | build-up of seemingly-small contributions over a long period of
       | time. In the right place they compound. I probably cite you to
       | other engineers once a month or so.
       | 
       | [1]: https://news.ycombinator.com/item?id=6199857#6200414 [2]:
       | https://flownet.com/gat/jpl-lisp.html [3]:
       | https://web.archive.org/web/20080212170839/https://xooglers....
       | [4]:
       | https://web.archive.org/web/20090408003924/http://xooglers.b...
       | [5]:
       | https://web.archive.org/web/20090408013612/http://xooglers.b...
       | [6]:
       | https://web.archive.org/web/20090408003913/http://xooglers.b...
       | [7]: https://flownet.com/ron/eg-rg-faq.html
        
       | chasing wrote:
       | Also remember that your fail state might be someone else's
       | success state. Like being part of an IPO that lets you spend the
       | majority of the rest of your career working in your own ideas.
        
       | yapyap wrote:
       | (n+1)th time's the charm
        
       | mindwok wrote:
       | Thanks for writing this, I enjoyed every one of these. Something
       | that jumped out at me from these attempts is the lesson that when
       | you want to take on an entrenched business model, you need to do
       | it in a way that isn't directly at odds with the existing model.
       | Secondly, you seemed to learn that and apply it brilliantly. I
       | would love to know what went on behind the scenes of those banks
       | deciding to pull the pin on your idea for startup forge.
        
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