The Ledger

Every statement that passed quotation and attribution checks. Mix any filter with any other: certainty 1/5, debate potential 5/5, or both at once.

clear all ✕

why aren't all 164 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 4 checkable ones are still open, waiting for their date. predictions held up or didn't; assertions are supported or contradicted. on every card: ▮▮▮▮▮ certainty · ▮▮▮▮▮ debate potential. speakers are clickable

Opinion
Randle: Founders Fund's 'never fire founders' policy is rooted in laziness
“I think it's actually a convenience for Delian and some of the Founders Fund folks to absolve themselves of that weight and that responsibility just by being like, oh, it's not part of our, it's not part of our thing. But I think, you know, it's almost out of …”
Everett Randle Nov 10, 2025 ▶ 44:10 Benchmark's GP, Everett Randle on Why Mega Funds Will Not Produce Good Returns · 20VC with Harry Stebbings
Assertion Open · timeframe Jun 2036
Stebbings: Menlo to make $10B carry on Anthropic, Founders Fund more on SpaceX
“Menlo will make ten billion dollars in carry Spot will too, plus Founders Fund will make more than that from SpaceX.”
Harry Stebbings Jun 4, 2026 ▶ 1:25:09 Anthropic Files to Go Public | Cognition Raises $1BN at $26BN Valuation | The 996 Work Ethic · 20VC with Harry Stebbings
Insight
Browder: Accept Sequoia or Founders Fund Over Double Valuation Term Sheets
“There's like the kingmaker firms that you should accept at any price. One example would be Founders Fund or Sequoia or people like that. And so if you get an offer from them at X and the offer from someone else is at two X, you should take their offer because …”
Josh Browder May 18, 2026 ▶ 49:42 Turning Peter Thiel's $100K into $10M Angel Portfolio & Why VCs Can Be Sharks | Josh Browder · 20VC with Harry Stebbings
Assertion Not checkable as stated
Asparouhov: Founders Fund outperformed Sequoia, a16z, and Benchmark with fewer debacles
“If I were to look over the past sort of five years, I think generally the Founders Fund decision making has led to Generally superior returns and also less gaffes in various ways, whether it's the, you know, sort of FTX type, you know, sort of fraud debacles, …”
Delian Asparouhov Jul 29, 2024 ▶ 32:46 Delian Asparouhov: Inside the Walls of Founders Fund: What the World Does Not See | E1183 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Stephens: Top Startups Excel at Every Stage Without Late Unlocks
“If you go back and you look at the best companies in any portfolio, they were kind of the best companies at every stage. Like they were incredibly awesome at A, they were incredibly awesome at B, they were incredibly awesome at C. Very rarely do you see a comp…”
Trae Stephens Apr 3, 2024 ▶ 41:19 Trae Stephens: Why No Company is Successful Because of their VC | E1135 · 20VC with Harry Stebbings
Insight
Stephens: Deal Memos Force VCs to Intentionally Underestimate Winners
“Having like pushing your team to do things like deal memos, for example, forces them to like put down a number that they're later going to be judged by. So the investment team is going to go back and they're going to look at that investment memo and they're go…”
Trae Stephens Apr 3, 2024 ▶ 35:08 Trae Stephens: Why No Company is Successful Because of their VC | E1135 · 20VC with Harry Stebbings
Assertion Supported
Lacaillade: Founders Fund, a16z, Greenoaks, and Thrive proactively marked down valuations
“In my core relationships Founders Fund's the most extreme, because Peter Thiel's very contrarian and he wants to reset the mindset of his team. Which I think is great. But Andreessen Horowitz, Green Oaks Thrive, they've all proactively marked down their compan…”
Peter Lacaillade Dec 18, 2023 ▶ 24:08 Peter Lacaillade: Why Now is the Best Time to Invest in Emerging Managers | E1096 · 20VC with Harry Stebbings
Prediction Open · timeframe Nov 2028
Rabois: Founders Fund will not invest in remote-first startups
“We at Founders Fund have pretty much put a light in the sand that we won't invest in remote companies because we've just watched 50 years that there's almost no examples of people building companies that way.”
Keith Rabois Nov 27, 2023 ▶ 57:22 Keith Rabois & Mike Shebat: Creating an Olympian Mindset to Work Ethic| E1087 · 20VC with Harry Stebbings
Disclosure
Singerman: Founders Fund never plans or calculates capital reserves for follow-ons
“I don't think about reserves ever. Period. Like, I literally never think, I never think a second about reserves.”
Brian Singerman Oct 31, 2022 ▶ 16:20 Brian Singerman: How I Became a Partner at Founders Fund, Why We Put $400M into Anduril | 20VC #943 · 20VC with Harry Stebbings
Insight
Singerman: Loss ratios do not matter for multi-billion dollar venture funds
“Loss ratios don't matter. Losing, I can't, you know, you don't want to lose a five hundred million dollar check, right? Because it's going to be then ridiculously hard for you to return that, to return multiples on that fund. Whereas, like, if you lose, in a f…”
Brian Singerman Oct 31, 2022 ▶ 34:15 Brian Singerman: How I Became a Partner at Founders Fund, Why We Put $400M into Anduril | 20VC #943 · 20VC with Harry Stebbings
Prediction Held up
Singerman predicts Founders Fund's $200M Anduril check will turn into $2B
“Enduro is going to be an extremely valuable company. I am, there's, yes, quite sure of that. We are not going to lose that two hundred million dollar check. That two hundred million dollars will turn into, you know, two billion.”
Brian Singerman Oct 31, 2022 ▶ 34:41 Brian Singerman: How I Became a Partner at Founders Fund, Why We Put $400M into Anduril | 20VC #943 · 20VC with Harry Stebbings
Opinion
VanDevender: Defensive data moats are oversold and mostly noise
“Most of the data sets out there or the defensibility data sets out there I think are oversold. There is this very, it's a very compelling, very tantalizing notion that, oh, I just have so much data, and nobody else has it, and therefore it must be special, but…”
Aaron VanDevender Oct 16, 2017 ▶ 12:21 20VC: Founders Fund's Chief Scientist on Why AI Is Mostly A Scam, Why The Value of Large Datasets Is Mostly Overplayed & The Societal Effects of 4m Truck Drivers Being Unemployed with Aaron Vandevender
Insight
Stebbings: Top talent joins startups based heavily on VC brand signaling
“The amount of great operators who you're like, well, they wouldn't be, I'm so, I don't mean this rudely, dumb or naive enough to just join a company because of a VC. Do just join a company because of a VC. They'll go, oh, it's a Sequoia-backed company, oh, it'…”
Harry Stebbings Jun 20, 2026 ▶ 35:50 Flexport CEO: Two Questions Every Founder Needs to Ask · 20VC with Harry Stebbings
Prediction Held up
O'Driscoll: Founders Fund's SpaceX deal will return $50B–$100B
“There's no doubt in a world where one investment might return 50 to a hundred Billion dollars. Everyone else has to feel just a teeny tiny tad irrelevant compared to that return for founders fund and good on them. It's a 20 year compounder at 50% plus or minus…”
Rory O'Driscoll Dec 18, 2025 ▶ 1:16:51 Will Cursor Kill Figma? Lightspeed Raises $9B & OpenAI’s $1B from Disney & #1 App in App Store · 20VC with Harry Stebbings
Insight
Stebbings: Capital concentration limits destroy top venture returns
“Capital concentration limits are the enemy of great venture returns, and that's why they have 33% of their fund in Airbnb.”
Harry Stebbings Sep 25, 2025 ▶ 46:40 The Impact of H1B Visas on Startups in the US & NVIDIA Invests $100BN Into OpenAI · 20VC with Harry Stebbings
Assertion Partly supported
Stebbings: Recent top breakout VC firms are all single-person led
“When you look at, Bundly, the best performing managers, or the breakout managers the last few years, I think you put probably Thrive, Green Oaks, Founders Fund, and Eli Gill definitely up there. And all four of them are one person led.”
Harry Stebbings Jul 31, 2025 ▶ 18:06 Why Apple Needs a Management Overhaul & Why Google is Catching Up with Hyperscalers · 20VC with Harry Stebbings
Assertion Contradicted
Lemkin: Founders Fund intentionally avoids investing in B2B software
“Founders Fund doesn't do B to B intentionally. They make exceptions, but they don't believe in B to B. They don't believe the outcomes justify it. It's explicitly, they don't do it.”
Jason Lemkin Apr 17, 2025 ▶ 56:19 a16z's $20BN Fund & Founders Fund's $4.6BN & Why Josh Kushner Has Mastered the Game · 20VC with Harry Stebbings
Opinion
O'Driscoll: Founders Fund leads large-scale VCs in generating 8-9x returns
“Based on observed data at scale, in other words, not including seed funds, but in terms of turning industrial quantity of money into eight and nine X's, let's put founders fund at the top.”
Rory O'Driscoll Apr 17, 2025 ▶ 55:21 a16z's $20BN Fund & Founders Fund's $4.6BN & Why Josh Kushner Has Mastered the Game · 20VC with Harry Stebbings
Opinion
O'Driscoll: Founders Fund is to a rounding error the best VC fund
“They may be, to a rounding error, the best fund, so no surprise to get the most amount. I mean, you know, it was great to see the leak now. They're astonishingly good.”
Rory O'Driscoll Apr 17, 2025 ▶ 50:42 a16z's $20BN Fund & Founders Fund's $4.6BN & Why Josh Kushner Has Mastered the Game · 20VC with Harry Stebbings
Opinion
O'Driscoll: LPs cannot replicate Founders Fund's returns with other managers
“An LP saying I'll do founders fund because they got these returns and 10 other funds, they'll be just like founders fund. That sentence doesn't make sense. They won't be just like founders' funds because They're not the same people with the same approach.”
Rory O'Driscoll Apr 17, 2025 ▶ 54:00 a16z's $20BN Fund & Founders Fund's $4.6BN & Why Josh Kushner Has Mastered the Game · 20VC with Harry Stebbings
Assertion Not checkable as stated
Bookman: Founders Fund and Peter Thiel mocked his formal attire during pitch
“I pitched Peter Thiel, and I was so green, and I'd just gotten back from Afghanistan, and I literally would go to work in slacks and leather shoes, like a business lawyer-looking type person, and the Founders Fund guys, at least in those days, did not respect …”
Zachary Bookman Dec 6, 2024 ▶ 54:45 Zachary Bookman: Why Valuations and Fundraising are BS | E1235 · 20VC with Harry Stebbings
Disclosure
Asparouhov: Brian Singerman pulled me aside six times over controversial tweets
“Oh, a multitude of times. I mean, I probably had at least, you know, sort of six, you know you know Singerman, you know, sort of one-on-ones where he has to be like telling what the fuck.”
Delian Asparouhov Jul 29, 2024 ▶ 1:15:51 Delian Asparouhov: Inside the Walls of Founders Fund: What the World Does Not See | E1183 · 20VC with Harry Stebbings
Disclosure
Asparouhov: Founders Fund partners Singerman and Stephens offer no post-investment help
“Obviously there are people within Founders Fund that explicitly choose to not work on the fifth one, you know, sort of whatsoever, right? You know, Brian and Trey's, you know, sort of strategy is we believe the best founders, you know, sort of need no help, an…”
Delian Asparouhov Jul 29, 2024 ▶ 28:16 Delian Asparouhov: Inside the Walls of Founders Fund: What the World Does Not See | E1183 · 20VC with Harry Stebbings
Opinion
Hartz favors Sequoia's hands-on VC model over Founders Fund's hands-off approach
“Given those two extremes, I actually lean more towards, ah, the role of Sequoia's side, because I've just seen that kind of help and oversight and having that kind of star chamber of great talent cut so many corners of mistakes that would be made.”
Kevin Hartz Jul 22, 2024 ▶ 12:40 Kevin Hartz: "How I Lost Airbnb at Seed Because of an Exploding Term Sheet" | E1180 · 20VC with Harry Stebbings
Insight
Vasavada: Top VC Backing Can Attract Employees Seeking Quick Exits
“So it's a double-edged sword. And the reason why it's a double-edged sword is because on one hand, you've got all this great credibility by association. You have all of this social capital and that social capital allows you to hire people. It allows you to get…”
Samir Vasavada Jun 28, 2024 ▶ 39:23 Samir Vasavada: The Real Story of Vise: The Regrets, Mistakes and Mis-Hires | E1171 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Lehmann: Founders Fund believes board seats offer all downside, no upside
“So at Founders Fund, they obviously believe in this very deeply. We just saw this obviously with Keys leaving there and being somewhere else, they, the belief is that there is very little you can do to actually move the needle, other than writing the check. An…”
Bastian Lehmann Apr 8, 2024 ▶ 42:43 Bastian Lehmann: How the Uber Deal Went Down and How a $2.65BN Deal Turned into $5BN | E1137 · 20VC with Harry Stebbings
Insight
Stephens: Hard Tech Startups Require Business Co-Founders Equal to Technical Founders
“One of the most important things that I've learned about hard jack in the 10 years I've been at Founders Fund is that you have to have someone on the founding team who's as good at business as the technical founder is at the tech. There's just no way around it…”
Trae Stephens Apr 3, 2024 ▶ 1:00:53 Trae Stephens: Why No Company is Successful Because of their VC | E1135 · 20VC with Harry Stebbings
Insight
Stephens: 10x Potential Bets Fail to Return Large VC Funds
“The biggest lesson that I've learned from these is that there are times where I've gone in and I've said, this has 10 X potential from where it is right now, and therefore it's probably worth making a bet. And I look back on some of those investments that I've…”
Trae Stephens Apr 3, 2024 ▶ 34:01 Trae Stephens: Why No Company is Successful Because of their VC | E1135 · 20VC with Harry Stebbings
Insight
Stephens: Only $10B+ Winners Move the Needle for Founders Fund
“All upsize maximization. No downside protection silly. Like I think if you go back and you look at our portfolio, like whether or not we got our money back has never impacted fund performance. Like the only thing that moves the needle for a venture fund of our…”
Trae Stephens Apr 3, 2024 ▶ 33:15 Trae Stephens: Why No Company is Successful Because of their VC | E1135 · 20VC with Harry Stebbings
Insight
Stephens: Category-Thesis VCs Arrive Too Late to Back the Monopoly
“It turns out that the core monopoly investment that won is the only one that mattered in the rest of the category matters a lot less. So if you have some vision for what the future looks like and you're looking for a company to invest in that's doing it rather…”
Trae Stephens Apr 3, 2024 ▶ 45:02 Trae Stephens: Why No Company is Successful Because of their VC | E1135 · 20VC with Harry Stebbings
Disclosure
Stephens: Founders Fund Operates Without Monday Partner Meetings
“We all run our own strategy. We don't have Monday partner meetings.”
Trae Stephens Apr 3, 2024 ▶ 16:29 Trae Stephens: Why No Company is Successful Because of their VC | E1135 · 20VC with Harry Stebbings
Opinion
Rabois: Khosla, Founders Fund, and Sequoia historically led VC price discipline
“KB and Founders Fund may be the two most disciplined. I think Sequoia has also historically been very price disciplined to their credit. They've also relaxed that a bit but they're, I think, very top down and consciously, but I think historically, those three …”
Keith Rabois Jan 12, 2024 ▶ 15:14 Keith Rabois on Rejoining Khosla Ventures | E1102 · 20VC with Harry Stebbings
Opinion
Rabois: Khosla historically lacked analytical rigor on late-stage follow-on decisions
“And I don't think back in my day at KB that we had a lot of analytical rigor to those late stage parada decisions. Whereas the founders fund, the growth team is very dialed in to evaluating those opportunities.”
Keith Rabois Jan 12, 2024 ▶ 44:08 Keith Rabois on Rejoining Khosla Ventures | E1102 · 20VC with Harry Stebbings
Disclosure
Rabois: Khosla systematically matches founders to partners, unlike Founders Fund
“Founders fund, we do, we did it too, but more on an ad hoc basis, not systematic, but at KVU is very systematic, like top down.”
Keith Rabois Jan 12, 2024 ▶ 55:54 Keith Rabois on Rejoining Khosla Ventures | E1102 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Rabois: Founders Fund partners operated like independent PMs without collective debate
“Founders Fund, especially when I joined, was very much people running their own investment strategies. Think of it as like a PM running their own investment strategies, and there's a way of syncing and getting a certain number of critical mass and votes to sup…”
Keith Rabois Jan 12, 2024 ▶ 6:13 Keith Rabois on Rejoining Khosla Ventures | E1102 · 20VC with Harry Stebbings
Opinion
Founders Fund is the multi-billion fund most likely to return 3x
“I said founders fund, and I said it because of something that Brian Singerman told me, which is like, we are unparalleled in the willingness to have extreme revenue, extreme capital concentration on a per company basis, which means we could lose a lot. But if …”
Harry Stebbings Jan 4, 2024 ▶ 10:38 Jason Lemkin: Predictions for 2024 - What Does a Trump Administration do for Startups? | E1099 · 20VC with Harry Stebbings
Insight
Rabois: Spotting Great Investors Is Harder Than Finding Great Founders
“Projecting who's likely to be a great investor is even harder than figuring out who's going to be a world-class founder.”
Keith Rabois Nov 27, 2023 ▶ 1:04:02 Keith Rabois & Mike Shebat: Creating an Olympian Mindset to Work Ethic| E1087 · 20VC with Harry Stebbings
Assertion Supported
Founders Fund was the only VC to proactively halve its fund size
“Also, they're the only ones that Cut their fund size in half proactively when the macro changed. So they went from, I don't know, 1.8 to nine hundred million in two funds, right?”
Nico Wittenborn May 22, 2023 ▶ 1:18:26 Nico Wittenborn: Consumer Subscription Apps; Using Evolutionary Biology to Invest; Solo GP's | E1017 · 20VC with Harry Stebbings
Insight
Singerman: Deal sourcing grows harder as venture capitalists age and networks decay
“The part that's just harder and harder over the years as you do this longer and quite frankly get older is the seeing. You've got to keep your networks fresh. You've got to like make sure that you're somehow still connected, right? Cause your networks get stal…”
Brian Singerman Oct 31, 2022 ▶ 19:32 Brian Singerman: How I Became a Partner at Founders Fund, Why We Put $400M into Anduril | 20VC #943 · 20VC with Harry Stebbings
Prediction Not checkable as stated
Founders Fund refuses to pay peak 2021 valuations for top startups
“If even the best companies want You know, end of 2021, beginning of 2022 prices where other comps in their market have gone down by 80%, then we're just, we're also just not going to play that game. Like, we don't have any pressure to invest capital.”
Brian Singerman Oct 31, 2022 ▶ 6:07 Brian Singerman: How I Became a Partner at Founders Fund, Why We Put $400M into Anduril | 20VC #943 · 20VC with Harry Stebbings
Insight
Singerman: Venture capital is about backing top companies, not cheap deals
“With venture being about upside maximization, Are you really just looking for, like, a good deal, or do you just want to invest in the best companies? And I would argue it's all the latter.”
Brian Singerman Oct 31, 2022 ▶ 5:27 Brian Singerman: How I Became a Partner at Founders Fund, Why We Put $400M into Anduril | 20VC #943 · 20VC with Harry Stebbings
Opinion
Singerman: Even Peter Thiel cannot accurately predict macroeconomic trends
“My partner, Peter Thiel is. Brilliant macroeconomist and probably the best in the business at this, and he can't even predict this, right? Like predicting macro is extremely hard.”
Brian Singerman Oct 31, 2022 ▶ 4:07 Brian Singerman: How I Became a Partner at Founders Fund, Why We Put $400M into Anduril | 20VC #943 · 20VC with Harry Stebbings
Insight
Singerman: Venture capitalists should optimize for upside, not downside protection structures
“You're trying to maximize your upside. You're not trying to minimize your downside. This is why I've never understood these like, oh, we're going to do a round with three X participating preferred and around with a whole bunch of structure. I mean, like I get …”
Brian Singerman Oct 31, 2022 ▶ 29:13 Brian Singerman: How I Became a Partner at Founders Fund, Why We Put $400M into Anduril | 20VC #943 · 20VC with Harry Stebbings
Insight
Stebbings: Raising a $2B fund is easier than raising $200M
“It gets to a stage with also fund sizes, Kyle, where it's almost easier to raise two billion than it is two hundred million, and the reason I say that is because there is a pool of LPs, as you know, the pension funds of the world, Who need to move a hundred mi…”
Harry Stebbings Oct 21, 2022 ▶ 40:25 Kyle Harrison: Why 75% of Active Investors Will Disappear in the Next Few Years | 20VC #940 · 20VC with Harry Stebbings
Assertion Not publicly verifiable
Rabois: Thiel and I saw market crash coming in summer 2021
“Both Peter and I figured out this market was crashing last summer, and we really tried to stop people from investing at ridiculous prices, but even a founder's fund, we weren't totally successful.”
Keith Rabois Jun 29, 2022 ▶ 8:54 20VC: The Memo: Bill Gurley, Doug Leone, Keith Rabois; Investing Lessons from Prior Busts, How Their Investor Psychology Changed, What Can Be Applied To Today's Market
Assertion Partly supported
Rabois: Tech valuation multiples have normalized to 30-year historical average
“We analyzed it recently at Founders Fund, and it's definitely not an overreaction, even with the corrections of the last, we'll call it six, seven months, we're only at the thirty-year normal average. Like, if you look at multiples, we're exactly at the averag…”
Keith Rabois May 30, 2022 ▶ 18:30 Keith Rabois: The End of Woke Capitalism; Time Allocation Tips; Silicon Valley vs Miami | 20VC #891 · 20VC with Harry Stebbings
Disclosure
Rabois: Founders Fund never replaces founders or forces management changes
“Founders fund, there's only one real answer because we don't replace founders. Most VCs would probably try to change the management team, including the CEO. We, you know, ideologically, philosophically, and effectively, legally just don't do that.”
Keith Rabois May 30, 2022 ▶ 15:47 Keith Rabois: The End of Woke Capitalism; Time Allocation Tips; Silicon Valley vs Miami | 20VC #891 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Rabois and Peter Thiel foresaw the tech market crash in 2021
“Peter and I figured out this market was crashing last summer, and we really tried to stop people from investing at ridiculous prices, but even the founders thought we weren't totally successful.”
Keith Rabois May 30, 2022 ▶ 20:48 Keith Rabois: The End of Woke Capitalism; Time Allocation Tips; Silicon Valley vs Miami | 20VC #891 · 20VC with Harry Stebbings
Made with StarZero

Turn any episode into a week of clips.

This entire site, over 1,200 episodes transcribed, diarized, checked and made playable, runs on the StarZero media pipeline. Drop in your own episode and the podcast clipper finds the moments worth sharing, cuts them, captions them, and reframes them for every feed.