venture capitalist
also referred to as: venture capitalists
16 statements across 14 episodes · 3 bullish · 8 bearish · 3 people on the record · first statement Aug 18, 2023 by Sam Lessin · across every show →
Everything said about venture capitalist, oldest first
Aug 18, 2023 positive
Sam Lessin: Founders should shut down failing startups instead of wasting years
“The worst case scenario is you waste a decade of someone's time on something that's not going to work. Right. And so the reality is I actually think it's like rip the bandaid off. If you're on the margin, if it's not working, like it's actually kind of disinge…”
Aug 18, 2023 neutral
Sam Lessin: VCs accept startup failure as long as founders are honest
“It's one of the beauties of Silicon Valley and our economy as it's set up, is like, this is a no-fault zone, unless, you know, so don't lie, don't make shit up. It's either working or not, and you probably know, Right? And if it's not working, it's completely …”
Sep 1, 2023 neutral
Lessin: Venture capital functions like academic tenure via 10-year guaranteed fees
“Being an investor in Silicon Valley is kind of being like having tenure in the startup community, right? Because, you know, you kind of, it's the weirdest job, right? Like you get paid no matter what, right? You have fees coming in, like sure, after a few fund…”
Oct 6, 2023 neutral
Lessin: VCs prefer capital-hungry startups to accumulate equity across rounds
“Which makes sense if you're an investor, because you want companies that require more and more capital. So you get to keep buying more and more of the startup along the way, like capital. Ironically, venture capitalists love things that can be very large, but …”
May 17, 2024 negative
Jun 21, 2024 negative
Gil: VCs Push Struggling Founders to Grind Because They Are Free Options
“Investors have a strong incentive for you to keep going because you're just an option once they put money in. And so if they get 50 cents on the dollar, they don't care, and they'd rather you just keep trying because you're just a free option. They already hav…”
Jun 21, 2024 negative
Sep 27, 2024 neutral
Lessin: Seed investors are trappers, not hunters, casting nets for startups
“You're not a hunter, you're a trapper. Right? And the difference is, what you have to do is you put your nets, you put your traps in the right area, so it really matters, like, where you select your fishing grounds. You don't obsess about the biggest minnow, b…”
Oct 25, 2024 negative
Dec 20, 2024 neutral
Sam Lessin: Mega-funds like Thrive Capital are not true venture capitalists
“To the credit of Thrive, to the credit of some of these guys who have gone super huge in late, they're playing this game where the only thing I take issue with is, are they really even technology? Like, are they venture capitalists? They're not. They're capita…”
Feb 28, 2025 bullish
May 2, 2025 negative
Jun 6, 2025 positive
Dave Morin: Top-three VC firm uses AI to mock all negotiations
“A venture capitalist from one of the top, let's, let me put it this way, top three venture firms in the world said that they were using it to mock all negotiations that they do. So they were taking, you know, describing the negotiation then, and then asking it…”
Jun 20, 2025 negative
Sam Lessin: VCs with too many Twitter followers cannot effectively use the platform
“Venture capitalists who have, like, too many Twitter followers can't really use Twitter. Right. Like you need like the right scale Twitter following of like intense loyalty and people who like are into what you're doing. If you get too broad, it just kind of s…”
Aug 1, 2025 negative
Sam Lessin calls VCs the least sophisticated financiers on the planet
“I actually think that venture capitalists are probably the least sophisticated financiers, like on the planet. They just have hope, right? Like it's the only hopeful version of finance, right? Because it is like, you know, you're basically investing in people …”
Nov 7, 2025 negative
Sam Lessin calls venture capitalists awful managers because they never manage anyone
“And like the irony is a sort of venture capitalists generally not manage anyone. So they're terrible at management. Like venture capitalists are awful managers, but in general, unless like They were twenty-year operators and they kind of like opted out of it a…”