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Three of our worst VC stories

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Re: Three of our worst VC stories

#41

Post by wslh »

cowthulhu wrote: post #4

#3 is insane, if for no other reason than the VC is signaling that he’s likely going to try and do the same thing to you some day… even if you were totally willing to screw over your team, why would you ever get involved with that VC given you’ll then have to watch your back until the end of time?

Sadly, I've experienced this myself, and I'm aware of other people who were cut off from opportunities in similar ways. I applaud the tweet because this is important to say out loud: we are often not living in the world we think we are observing. Many people know this, but few talk about it. It's an open secret.

Re: Three of our worst VC stories

#42

Post by cyberax »

stevepotter wrote: post #2

All I ever hear are horror stories. Can someone tell me a good story about VC that isn't Facebook or something?

Sure. They are usually just very boring: you made a pitch, got funded. The VCs used their connections to get you good advisors and/or introduce you to prospective clients.

Re: Three of our worst VC stories

#43

Post by jwatzman »

stevepotter wrote: post #2

All I ever hear are horror stories. Can someone tell me a good story about VC that isn't Facebook or something?

My prospective co-founders and I were pitching to a VC firm that was, on paper, a really good fit for what we were trying to do. The partner we were pitching to was, 15 years ago, briefly my manager's manager -- some work relationship there, she remembered me and I her, but we didn't work super closely together and it had been a very long time. She had moved on at that company to more big-shot things and ultimately become a partner at a respectable VC firm.

About 10 minutes into the pitch, she cut us off, and basically said -- as absolutely kindly as something like this can be directly said -- "I am not going to invest in this, and furthermore I don't think what you're trying to do is investible at all". Then she took a bunch of her time to run us through why, help us understand some very fundamental things about the VC world we didn't quite have right, and generally be brutal but extremely useful in us framing what we were trying to do.

She didn't have to do that. She could have nodded along and then given us a polite "no" like everyone else. She could have cut us off and given us a rude "no". But she didn't -- she made sure to use the time we had to help us as much as she could, even if she very adamantly was not going to invest.

Not a big gesture or anything, but kind and helpful. There's a lot of that. But it doesn't make headlines.

Re: Three of our worst VC stories

#44

Post by foobarbecue »

tehwebguy wrote: post #27
cowthulhu wrote: post #4

#3 is insane, if for no other reason than the VC is signaling that he’s likely going to try and do the same thing to you some day… even if you were totally willing to screw over your team, why would you ever get involved with that VC given you’ll then have to watch your back until the end of time?

omfg that’s the beach access guy

ugh. That douchebag doesn't even surf.

Re: Three of our worst VC stories

#45

Post by k099 »

swyx wrote: post #3

theres always a story behind the story. wondering why he chose today to say these

Greg Isenberg's viral tweet about VC that fell asleep during a pitch kicked off a bunch of other tweets about weird VC experiences this week:

https://x.com/gregisenberg/status/2061794787825479818

Some QTs:

https://x.com/dunkhippo33/status/2062768969560510486

https://x.com/typesfast/status/2062791307094048937

https://x.com/awxjack/status/2062605286683336757

https://x.com/travisk/status/2062224472426365045

https://x.com/mark_cummins/status/2062293061426663612

Re: Three of our worst VC stories

#46

Post by CPLX »

cryzinger wrote: post #19
cowthulhu wrote: post #4

#3 is insane, if for no other reason than the VC is signaling that he’s likely going to try and do the same thing to you some day… even if you were totally willing to screw over your team, why would you ever get involved with that VC given you’ll then have to watch your back until the end of time?

I think a lot of people fail to recognize that they're the next target, or convince themselves they're special in some way that makes them immune. It's like when someone knowingly participates in an affair and tells themselves "Sure, they're cheating on their current partner to be with me, but after they break things off I know we'll be together forever!"

Some people really do thrive on this shit though. They know the rules of the game and want to play it. What they’re really thinking is they’ll be better at the game than their opponents.

I mean can you actually imagine the internal monologue of a guy like Sam Altman?

Re: Three of our worst VC stories

#47

Post by wheels »

cowthulhu wrote: post #4

#3 is insane, if for no other reason than the VC is signaling that he’s likely going to try and do the same thing to you some day… even if you were totally willing to screw over your team, why would you ever get involved with that VC given you’ll then have to watch your back until the end of time?

I had the same thing happen (though seed round). I don't think it's uncommon. Also never took another meeting with the guy.

Re: Three of our worst VC stories

#48

Post by itkovian_ »

Quarrelsome wrote: post #7

These VC stories continue to feed my incredulity at how people _that_ incompetent can still be _that_ wealthy. Is it the money that makes them stupid or smth?

In many cases the GPs are not, at least nowhere near as much as you’d think. Obviously there are power laws here as well. Non partners, forget about it.

The other thing is it is maybe the most nepotistic industry out there. Which somewhat makes sense given the actual job is so relationship based.

Re: Three of our worst VC stories

#49

Post by satvikpendem »

More and more I see why bootstrapping is the way to go. And especially in this SaaSpocalypse with AI companies commoditizing entire companies with new feature releases like Claude Design or Codex for legal, it's better to just run your little corner of the Internet and make sustainable money over hyperscaling with millions and billions and being put out of business the next week.

One might say why bootstrappers won't get erased too but they can carve out a specific market too small for AI companies to want to touch, and still remain sustainable rather than needing to make a ton of money; and pivoting as a venture backed company can be much harder as there are more people to please like investors and your employees which you likely have more of than a bootstrapper.

Re: Three of our worst VC stories

#50

Post by TrackerFF »

cowthulhu wrote: post #4

#3 is insane, if for no other reason than the VC is signaling that he’s likely going to try and do the same thing to you some day… even if you were totally willing to screw over your team, why would you ever get involved with that VC given you’ll then have to watch your back until the end of time?

My pet theory is that it is more nurture than nature. These (VC) veterans have seen thousands of startups come and go, and become so desensitized to the ruthlessness.

Of course to people like the author, it seems borderline sociopathic to casually suggest such levels of betrayal. It is like trying to get into the most exclusive nightclubs, and when you're finally in the front, the bouncer will look at the group and say "You can get in, but not those two". It sucks, but to the bouncer it is just business as usual, and you're just another face.

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