Brian Singerman: "If SpaceX Didn't Work, Founders Fund Wouldn't Exist"

11 Jun 2026 · 51 min · 24 chapters

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In short

Brian Singerman, a Founders Fund investor, explains why Founders Fund exists around SpaceX, his founder-first venture approach, and how he evaluates GPs today; he also discusses tabletop gaming, authenticity in tech, and collecting human cultural artifacts.

Guest backgrounds

Brian Singerman is associated with Founders Fund (joined early 2008). He previously worked at Google while running an angel fund. He’s a competitive strategy gamer (e.g., Settlers of Catan U.S. champion in 1995/96; top-10 Ascension and Terraforming Mars).

Key claims

If SpaceX didn’t work, Founders Fund wouldn’t exist; he bet his career on SpaceX. In venture, 98% of decisions come from founder strength and whether they can “crush” at a novel mission. He avoids portfolio math/reserves, saying “put the most money into the best companies possible at the best price possible.” He looks for A+ founders and, for fund investing, whether a GP could beat him in his prime.

Notable examples

SpaceX (Falcon 1 early failures, first successful launch camaraderie), Palantir (33% of a $240M fund; Peter Thiel co-founder), Oculus (first investor; tried the product), Anduril, Airbnb, Stripe, Affirm, Stemcentrics, plus Starlink/telecom discussion.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

The Impact of SpaceX on Founders Fund

0:00 to 0:42

Learn how SpaceX's success shaped the existence of Founders Fund.

“If SpaceX didn't work, Founders Fund would not exist.”

The Music Studio and Personal Insights

0:55 to 2:10

Discover the personal side of Brian in his music studio.

“It's a bit of nominative determinism, Singerman.”

Tabletop Gaming and Its Influence

2:10 to 4:46

Explore how tabletop gaming has influenced Brian's investment strategies.

“most crazy time ever and most of the companies that are headlining are ones that you were an early investor in.”

Investment Strategies and Founders

4:46 to 6:00

Understand the importance of founder strength in investment decisions.

“To get that competitive at these things, you have to play them.”

The Early Days of Founders Fund

6:00 to 7:07

Brian shares his transition from angel investing to Founders Fund.

“do I think that they are the best in the world at something, whatever that is, and do I think they can leverage that to build one of the world's greatest companies?”

Lessons from Peter Thiel and Team Culture

7:07 to 11:12

Learn about team dynamics and lessons learned from Peter Thiel.

“I think I met Sean because I was like either helping talk to one of the companies he was involved in and I met him through I believe I met Joe Green first was his co-founder at causes and then I met Sean through Joe.”

Politics and the Future: Peter's Insights

11:12 to 14:00

Discussing Peter Thiel's political views and predictions.

“The one time I ever had to do a spreadsheet, my wife had to do it for me, right?”

Peter Thiel's Insights and Political Concerns

14:00 to 19:29

Discussing lessons learned from Peter Thiel and concerns about political extremism in America.

“We did this interview and I asked him, like, I guess, what is one thing about Peter Thiel that your biggest lesson, like, what did you learn?”

Brex Sponsor Segment

19:35 to 20:55

Promoting Brex as a financial solution for startups.

“including one in three venture-backed startups in the U.S.”

Venture Capital Strategies and SpaceX

21:00 to 28:00

Exploring venture capital strategies, particularly in relation to SpaceX and its impact.

“go through some of the cast of characters.”
Show all 24 chapters

The Importance of Starlink and Launch Business

28:00 to 29:00

Explore the strategic significance of Starlink and the role of launch services in telecom.

Founders Fund and Key Investments

29:00 to 30:20

Discussing early investments in companies like SpaceX, Palantir, and Airbnb.

“So I think I put that one in a special bucket because Peter's a co-founder there.”

Criteria for Evaluating Founders

30:20 to 31:00

Understanding what makes a great founder and how to spot potential.

“But I don't know anything about biotech, right?”

The Balance of Strategy and Execution

31:00 to 33:00

Exploring the significance of execution in venture capital and personal experience.

“And I think that's what the other part that made founders fund work is like all these contrarian people with no cohesion around the type of business, right.”

Identifying A+ General Partners

33:00 to 34:40

Examining how to assess and identify top-tier general partners in investments.

“I couldn't, I don't try and claim that I could run a company.”

Authenticity in Investment

34:40 to 36:40

The importance of authenticity in founders and investors.

“with Founders Pitching, other than there's no imposter syndrome.”

Successful Female Investors

36:40 to 38:00

Highlighting the achievements of notable female investors like Cyan Bannister.

“So one of the things I always say though, is like, Cyan Bannister is one of the most authentic people.”

The Role of Founding Teams

38:00 to 39:40

Discussing the dynamics of successful founding teams and their complementary skills.

Perceptions in the Tech World

39:40 to 41:20

Understanding the discrepancies between media portrayal and authentic personalities in tech.

“But I do think that the cohesive founding team is better than Elon.”

The Game of Posturing in VC

41:20 to 42:00

Analyzing the reasons behind posturing in the venture capital landscape.

“Yeah, I and I'm attracted to when I meet that in a new GP, I'm attracted to that.”

Career Building Perspectives

42:00 to 42:20

Explore different motivations for career building in the VC world.

“One reason is you're building your career.”

Collecting Cultural Artifacts

44:05 to 46:18

Brian discusses his passion for collecting unique cultural artifacts.

“We had some really fun conversations before we started because we're in this, like, I mean, you have some beautiful guitars back there.”

The Role of Art in a Tech-Driven World

46:18 to 48:21

Examining the importance of art and creativity despite technological advances.

“which I'm very bullish on also, because it's still iconic human, you know, stuff.”

A Vision for a Creative Studio

48:21 to 50:34

Brian shares his vision for a music studio supporting artists and their independence.

“Like I'm much more of a tech optimist and an optimist that like will figure it out.”
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Transcript

Automatic transcript. May contain errors.

0:00Brian Singerman:If SpaceX didn't work, Founders Fund would not exist. We bet our careers, essentially, on SpaceX. Venture capital to me has put the most money in to the best companies possible at the best price possible. 98 % plus of my decision was based on the strength of the founder. Do I believe that they would just crush at what they are doing? Do I believe that they are the best in the world at something novel? When I did get to meet Elon and learn more about SpaceX, it was extremely clear that there was nobody else like him on the planet who could actually pull something like SpaceX off. There's never been anybody like that in the history of this.

0:42Brian Singerman, welcome to Sorcery. Thanks.

0:44Brian Singerman:Thanks for having me. Thanks for having us nowhere no one can ever know about. No, this is, this is, uh, we are, we are in my studio, in my house. It's a bit of nominative determinism, Singerman. I mean, I don't know about that. I think that was a made-up name from, like, Ellis Island back, like, several generations ago. So how do you explain all of your music? Oh, right, there's no other explanation for like, in music other than having a musical name. It must have come from there. Must have. When did the music... So basically, I was invented at Ellis Island. Yeah, right? I mean, did you walk through there yourself?

1:21Brian Singerman:We were talking about how old I am, but I'm not that old, Molly. i'm not a hundred and something we're off to a really good start so most people know you from founders fund bit of a legend there i know uh so grace from vanderbilt she invited me out to one of their conferences that they were doing i think it was like in the fall or winter or something like that and she was like hey like would love for you to come you could interview brian singerman on stage are you interested in that i was like hell yeah and then i think turns out i had to be in like some foreign country you know you're a woman of the world i'm so sorry um but here we are today in your music factory music studio but sure um so i want to talk about i mean this is like the most crazy time ever and most of the companies that are headlining are ones that you were an early investor in.

2:18So I want to talk through those from SpaceX, Palantir, Anderol, etc. But before we do that, I got some amazing questions from Max Levchin.

2:28Brian Singerman:Oh boy. I don't think you're ready for these. I really am not. Anything that Max is going to bring up, I'm really not ready for, but I'll do my best. They're very good. I will get him back though. I mean, so we're going to get into all the investing stuff, so stay tuned. But to start, you ready? I'm ready. When and how did you get into tabletop gaming? Oh that's a great one. I've been into tabletop gaming forever. I mean I'm a gamer that's what I do that's like drives my investment strategy and drives everything else. Like I am a strategy gamer. I love it. It's what I love. I got into gaming tabletop gaming not even just video gaming like probably like age six seven and I would go to these kind of like local meetups near my house where people were playing anything from Monopoly to Acquire to you know any of the old games and I just got really super into it.

3:19Who are your favorites?

3:20Brian Singerman:I mean I've been competitive like you know nation competitive global competitive in a couple of different games. I don't know if I'd call it love or if I just get kind of obsessed with one of these games at a time. I was like the Settlers of Catan U.S. champion but this is in like 1995 96 before anybody was playing right before anybody had ever even heard of the game it was the first year the game came out um i was probably was world top 10 at a game called ascension and i was definitely top 10 in a game called terraforming mars a game called kalos but you know i suck at poker though you suck at poker i do suck at poker how did you pick out each of those games like how did they how does this all start i don't know i I think you play one of these and then you start being like, oh, that's interesting.

4:11And then, you know, especially once they became online or computer versions of these,

4:17Brian Singerman:you could just play them so much that you could actually get good at them. I don't think you could. Back in 1995, it was pretty impossible to get like really, really, really good at something like Settlers. Like the people who are good now would have, it's night and day, right? And I would not be able to compete at all right now. But once kind of online gaming took off in a really big way, you were able to play enough of these things that you got really good, much to like my wife's chagrin, right? I would play these things. To get that competitive at these things, you have to play them. 24-7. Not 24-7, but you've got to play them 10 hours a day.

4:54Brian Singerman:You can't have a family. Yeah, right. You have to, ever since I've had a family, I have not been able to do this. But before then, yeah, it was really fun. Have you gotten into chess or go or anything like that? I'm bad at chess. Anything that's got such, I like strategy stuff. Anything where the tactical component is equally as important, if not more important than the strategic component, I'm going to be terrible at. Like I do not like tactics and this and that. I like strategy. So I want to break into the strategy component of this too, because this does bleed into your investment thesis and like how you're looking at companies, I would believe.

5:33so like what what are the main strategies that you go after like what are the competitive forces

5:37Brian Singerman:and like how do you look at maneuvers well i don't look at maneuvers i look at when i was doing the the venture investing thing you know 98 plus of my decision was based on the strength of the founder um like do i have when i have a conversation with that founder do i believe that they would just like crush at what they are doing do i believe that they are the best in the world at something novel i mean it's still what i'm looking for right now even though i'm not doing direct investing but do I think that they are the best in the world at something, whatever that is, and do I think they can leverage that to build one of the world's greatest companies?

6:11Let's bring it back to 2007. You were talking with Sean Parker. He told you about Founders Fund. You were running an angel fund at the time. And was it SpaceX that piqued your interest of joining? And what was it like back then?

6:25Brian Singerman:It was amazing back then. I mean, yeah, I was running my own fund. I was still at Google. um i was going to leave google raise my you know raise another fund raise a bigger fund became friends with sean um and then he said like hey why don't you you know why don't you come take a look at what we're doing at founders fund um so i went there just kind of hung out met the guys i didn't know who the other guys were i didn't know who peter was um and started hanging out and that's when they were starting to look at you know that a company ridiculous company called spacex and it was just so unbelievably cool and there was just absolutely no other way that i was going to be able to do that just angel investing right and so I'm like oh yeah this is the kind of stuff I want to focus on and so joined Founders Fund in early 08.

7:07Brian Singerman:That's crazy. How did you get to know Sean? I think I met Sean because I was like either helping talk to one of the companies he was involved in and I met him through I believe I met Joe Green first was his co-founder at causes and then I met Sean through Joe. Everything, you know, Silicon Valley networking, you never know exactly where it happened, but yeah, we became friends and there you go. That's a good segue because another one of Max's questions and I don't know if there's like backstory to this question, if there's something deeper to this, but if there is, I want to know all about it.

7:45Okay. Okay. Silicon Valley is a collection of characters. Who are the most interesting ones, whether they're in your portfolio or otherwise?

7:54Brian Singerman:I mean, Silicon Valley is a collection of characters. I mean, I think that, I don't know who the most interesting ones are. I mean, I think everybody is, here, let me tell it like this. I think Silicon Valley is full of a couple of different types. There's a lot of sheep in Silicon Valley kind of just going where, you know, wherever they're supposed to, but there's a, there's definitely a lot of people in Silicon Valley who are truly unique and who are truly the best in the world at something. Right. And I just love that. Like, I love meeting the people who are the best at what they do in a way that I could never do.

8:33Brian Singerman:Right. Like I feel like, whoa, you know, these are the people. And so without saying best, I mean, there's a reason why Peter Thiel is the greatest venture capitalist in history. Right. And talk about cast of characters. I mean, that's one of the things that attracted me to founders fund to begin with was like each of these guys seemed like the best in the world at what they were doing um when i did get to meet elon and learn more about spacex it was extremely clear that there was nobody else like him uh on the planet who could actually pull something like spacex off and so i'm not going to get into like who the favorite best but yeah I mean it definitely we can go through specific people and I can try that I know really well and I can try and tell you what they're what I think that they are the best in the world at and whenever I meet somebody who I think is the best at what they do I get really excited I would love to do that so one of the questions I usually do uh revolves around performance and people's like personal networks because I believe that you are an extension of the people that you're closest with and and even through founders fund and that sort of thing the people that you're close with like what did you learn from Peter Thiel what was what what is he like um I mean he's like a lot of things but I think the thing that he did best in terms of venture capital was he surrounded himself with other people like most people they just can't push back on Peter.

10:05Brian Singerman:They're like too scared to, or they're just like, they just don't, right? But when you surround yourself with people who are extremely smart and not scared to use their own individual talents, you build something truly great. And I think that's probably one of the things that he and Founders Fund just did best, was hiring very smart people, people who could push back whenever they needed to, and in using their own specific skill set, not like pushing back in a way that's like, oh, let me try and say what I think Peter wants to hear. That doesn't work, right? That'll never work. Like people are too smart to recognize to see right through that kind of stuff, right?

10:43Brian Singerman:But when you're saying something from your perspective that is truly like uniquely you and is a good perspective, that can work. So as long as you're not scared. So I think he built up a team full of people who were having nothing in in terms of how we saw the world, but also were truly our own individual characters who could absolutely push back on him such that if he didn't like something at first and you're just like, nope, this is actually really good. You're really wrong. It would actually get done. So in other words, surrounding yourself with non-yes men, non-people who are just going to do the thing the way i mean i think he was just he was and is ridiculously good at that like what part of the dna of that culture like most people are afraid to share what they feel but you're full of a team of high conviction individuals how did that happen like how do you how do you continue to support that and like create that culture strength i mean you have to actually like respect the people that year round and know that they're and know that they are better than you at some things right like I have no ego about this like I'm very good at knowing what I'm good at and I only play to those strengths right like what are you good at well I'm really when I was doing the venture thing I was really good at just recognizing if a founder was truly a plus and you get better and better and better at that over time but I didn't try and say like oh I know how to diligence biotech companies or I know how to diligence financials I didn't I didn't read a financial report ever I still don't know how to read financial reports, right?

12:18Brian Singerman:The one time I ever had to do a spreadsheet, my wife had to do it for me, right? Like that's not what I do. I stick to what I'm good at and I put skill points, this is the whole strategy gamer thing, into the thing that I'm really, really, really good at such that nobody can catch me on that. And I think that we kind of all did that. You have to have some natural true, and this is, I don't think this is easy for most people, but you do have to have some natural contrarianism. I think most people do just want to fit in and do just want to play the game and be excellent at the game. And I think we excelled at having people who were ridiculously good at their own game and therefore could be naturally contrarian.

12:55But like the underlying tone of that is not ego, it's expertise.

12:59Brian Singerman:I think or not, I wouldn't even call it expertise. I would call it like respect when you know that somebody is really good at something, letting them do their thing. Right? Right? Like when you know somebody else is really good. Like I don't ever do the whole like, oh, talk about stuff that I don't know. This is why like, even if I'm doing a podcast or show, I stick to, I'll say like, yeah, I'm not an expert at that next question. Right? Because I don't care about needing to sound good at everything. Right? Like I know what I'm really good at. And I kind of focus on that. But I also know what my partners or people around me are really good at and i really do try and let them be them a lot of those lessons came from peter um a lot of that is natural but yeah i think that's the one of the reasons why founders fund was as successful as it was and is right is because you are able to like really let people excel at what they're good at and not have them just fit a mold right one of the things that trey said when i interviewed him back at andrel we did this like andrel tour it was so much Amazing, right?

14:03Amazing tour. It was amazing. We did this interview and I asked him, like, I guess, what is one thing about Peter Thiel that your biggest lesson, like, what did you learn? And he was like, that he's always right. He's always right.

14:17Brian Singerman:Peter's usually pretty right on the macro things at the end of the day. Timing does come into this stuff and he's not always exactly right on timing. But at the end of the day, he's pretty good at being correct on especially on on macro. Global macro things. He is the best I've ever met at that. He is. Yeah, he is the best at that. Given that he did just move down to Argentina. So what does he know that we don't know? I don't think Peter likes socialism. OK, you know, I don't I don't either. Yeah, he's he's probably correct. that politics in America is like getting even more and more and more extreme, right?

14:58Brian Singerman:Like, oh, then Trump, so then AOC, so then, you know, more extreme. And so that's probably pretty scary. Yeah, I don't, I talk to, if you're talking to people like me and Max and Trey, you're going to get a lot of the same thing on that. Like we're not into socialism. Yeah. Max had a really... Max escaped communism as a kid. He's like, doesn't, he's not interested in going back to this. Do you think that's a real threat for America? Like it'll swing like a pendulum? I think it's pretty clearly like starting, you know, has started to, right? Yeah. How do we avoid that? We'd move to Argentina or?

15:34Brian Singerman:No, I mean, that's not what I'm, that's not my strategy. I mean, you kind of fight as much as you can, but Peter is not wrong that that is a threat. Now, how you deal with that or what you do from there, I think is an individual question, right? Like what's right for your family? What's right for you but i don't think he's wrong that there's a chance that you know america's going in a pretty bad direction yeah especially with the wealth tax just seeping in and the asset seizure potentially going national i just definitely going national people think that's like it's so funny people like look at this thing and say like oh it's a billionaire tax that doesn't matter to me uh-uh there's first of all even in the california one there's provisions for it to like once all the billionaires leave oh well we need to get the money somehow okay let's take the next lower down the next lower down this is going to impact the middle class way more than it's going to affect mobile billionaires yeah we just had the cio of a16z perennial on mark and ben's family office um and he would he was so he was talking about how trillions potentially allegedly have left california already for sure literally like trillions and then now we have the spacex ipo coming up.

16:45Anthropic just filed their S1 today. OpenAI. So many of those people

16:47Brian Singerman:are leaving before these things happen, yeah. Do you think, like, they're going to leave the country? No, and I do think it's harder to leave the country than I think it is to leave the state. But, just, it is. It's harder to leave the country than it is to leave the state. What's the preferred state? Oh, I don't know. You don't know? For me, it's Hawaii. Really? I'm not trying to avoid all, much to Peter's chagrin, and he makes fun of me for this all the time, I'm not trying to avoid high income tax rates. I am trying to avoid asset seizure though. That's funny. Trey did want me to ask you, why are you so obsessed with Hawaii?

17:19Brian Singerman:I love it there. Why? Like it's, I can be, I can sit on Lanai, like laptop doing stuff, overlooking the ocean for infinity. It's my peaceful, happy, it's just so peaceful there to me. Do you get claustrophobic knowing that you're on an island? I don't. It's really far away. It's fine. And you know how long, it's like I went to, it's like, it's closer than like from here to New York. Is it? Absolutely. Really? Absolutely. It's four, like it takes four hours and 20 minutes one way and like five hours the other way. Oh, that's not bad. From here to New York, from here to Hawaii. Yeah. LA, it's much further.

17:59Brian Singerman:It's a little further. I mean, San Francisco is the closest city in the world to Honolulu. I understand that now. I'm always like, why are people going to Hawaii? I don't understand it. I grew up on the East coast. You grew up on the East coast. To like the Caribbean. And that, it's like a two hour flight. Why do people go to Hawaii? now we know not far it's not far so uh like what what about hawaii it's it's like the seclusion no it's not even the seclusion it's it is the beach it's the weather and the beach i don't like wearing pants like i like wearing shorts this is a common thing with max too next time you talk to max lefkin about this um but i i like being warm i love the climate there I love like yeah it's I'm able to relax max did have a question for that on that topic why do you wear shorts almost to the exclusion of all lower body garments verbatim um I don't know jeans are pretty restrict constrictive what's the word restricting constrictive yeah I just don't feel free.

19:07You can't express yourself.

19:08Brian Singerman:You can't express yourself. Yeah, there you go. Bummer. Whatever the kids are saying these days, Molly. But yeah, no, I do like being in warm places. And Hawaii is, you know, the kids like never having to wear shoes. The kids don't like wearing shoes for some reason. So they love Hawaii. Sorcery is brought to you by Brex, the financial stack trusted by more than 30 ,000 companies. including one in three venture-backed startups in the U.S. Nearly 40 % of startups fail because they run out of cash. Rex is literally built to help founders avoid that. Unlike traditional banks that let your money sit idle, chipping away at it with fees, Rex's designs help you spend smarter and move faster.

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20:31Brian Singerman:Turing is training the next generation of AI with tasks that require real expertise and real world judgment. That's why companies like Nvidia, Anthropic, Salesforce and Gemini partner with Turing. Turing builds realistic reinforcement learning environments and data systems based on real operational traces, the kind of infrastructure frontier labs need to train super intelligence. Visit turing.com slash S-O-U-R-C-E-R-Y. Back to the, okay, so I want to go through some of the cast of characters. Okay. Right. You've been exposed to all of them. You're friends with them. They're characters for maybe the outside world and they're probably just your friends.

21:09So this is also kind of a weird question, but okay. So we talked about Peter Thiel a bit. I want to know like more like, so he has investing strategy and the strategy that you formed at founder fund is like heavy conviction, concentrated bets. I've listened to many of your interviews for preparation of this and you're like, reserves, we don't care about reserves. We're just going to raise another fund. So like, how did you think about that? And like, what were the biggest allocations?

21:34Brian Singerman:Venture capital to me is put the most money into the best companies possible at the best price possible. Nowhere in that is like portfolio management and reserve calculations and ownership percentages and all that nonsense. It's like just, nope, it's pretty easy. Put the most money into the best companies possible at the best price possible. Sometimes the best price possible is more than what you want to pay. You know what? If it's a great company at the end of the day that you see is going to be one of the greatest companies of all time, that's okay. So it's the best price possible. That's venture capital right there.

22:01Brian Singerman:All the other stuff is just nonsense. The other thing is that we realized that, I mean, we just knew from early on, first of all, it matched our style, like having no fear on these things, but also just like, Like, you know, a venture fund like 3Xs over the course of like 10 to 12 years, I don't even think that that beats the S &P. I'm pretty sure it like loses to a Vanguard no-load index fund. No, seriously. So it's just like, you get all these people talking about like, woohoo, you know, our fund 3Xed over these 12 years. It's just like, so it means your investors essentially lost money because they could have easily scaled money into an S &P no-load index fund.

22:38Brian Singerman:We knew that. Beating the market is hard. Let's just be clear. Beating the market is extremely hard. There's no, you have to have some real advantage in order to do it. Venture capital, legal inside information, right? There's no, you're not playing the same level, you know, playing field as everybody else. It's not like the public markets where I want. This is why I don't invest in public market companies. I want no inside information about anything public. I want no - Liabilities. Liabilities on anything. But private companies, you know, absolutely. And so if you've got that kind of access and you can truly see something is a great company, the way to beat the market is to put a ton of money into that company.

Read the full transcript

23:21Brian Singerman:Like put every penny that you can. Like that's the way to beat the market in venture capital. Everything else just ties it or loses to it. And you spread that across funds. You don't even think about like, oh, we did in this fund, we're maxed out, we'll do that. You know, there were some advantages. Now, we didn't have that advantage early on. Like let's just be clear. If SpaceX didn't work, Founders Fund would not exist. Like we bet our careers essentially on SpaceX. And I love that, which goes into why I'm doing what I'm doing now, like is exclusively that. Right. But I love elite athletes, like betting their career on something.

23:57Brian Singerman:Right. Truly elite, talented people, like betting their career on something. That's what I love. And I think we were just really, really, really good at that. At Founders Fund, we didn't really. yeah we weren't we weren't trying to do portfolio management we were trying to put the most money in to the best companies possible i think it was really funny when i talked to you on the phone the other week you're like i think this was maybe the day the spacex s1 came out you're like yeah whatever i'm not gonna read that why am i gonna read that i don't know i don't i wouldn't i wouldn't really understand what i was reading there's probably a lot of financial uh stuff in there and to me it's just like oh rocket's cool elon greatest founder in history great right like It's a different calculation for me than pouring over a prospectus.

24:40Brian Singerman:There are other people who are great at that. Some of my partners at Founders Fund are great at that. Napoleon is probably one of the best in the world at being able to really do that and understand the company. Great. There's his edge. It's not my edge. I don't put skill points into it. And then when you invested into SpaceX, this is 2007, 2008? 2008. 2008, they had three failed rocket launches. How did you gain that conviction? You met Elon. What was he like? I didn't really know Elon back then. I remember I had just started at Founders Fund. I did get to sit through like one meeting with him.

25:10Brian Singerman:I've since met him several times. But back then I was like a new junior person starting at Founders Fund. But I did get to like talk with a group about it. And back then it was just like the most amazing thing. It still is, right? There's still no other rocket companies that get up with that kind of, like didn't, I don't know. I don't know when it's going to be there, but like a Blue Origin thing just did not work. Like it's still pretty amazing. And so, and one of my greatest startup camaraderie moments in history in my career was being able to like go to the Hawthorne office when we did get the first successful Falcon 1 to actually complete a launch.

25:48Brian Singerman:It was like the most amazing camaraderie experience of my life, even more than the startups that I was at or Google or whatever. and yeah it's just like one of those things it's like an end of one historic thing to to be part of what do you think the key traits are that he has that he implements within his teams obviously vertical integration there's no other person like elan because he's the only person that truly could be the ceo and cto of a company like spacex nobody else exists like that it's like Levchin kind of, right, in some ways, because he's that, he could be a CTO and he is a great CEO, right?

26:25But it's very, very uncommon to be the best from a, you know, novel business, understanding the execution side, as well as the technical side.

26:38Brian Singerman:And, you know, he's just, he's, and there's no, there's never been anybody like that in the history of business. Are you surprised at all by how much progress he's making now with all of the new launches? Not just like rocket launches, but TerraFab and... Oh, no, nothing surprises me. Nothing surprises you? No? No. I mean, it's got the best team in the world. It's got like... These things snowball, right? And so when you're committed, and plus when you're somebody like that who's truly mission-driven and you know truly driven to like achieve all these things from a not from like not even just from a oh I want to make more money probably the richest person in the world right like that's not what he's like from an actual what the company is doing perspective yeah you tend to hire really really really good people and yeah no not not surprised at all with what that company's doing now we just did a walkthrough tour of impulse oh yeah and I did a sit down with Eric promo as well but we did a walking tour through their first facility with tom yeah and not their el segundo one but we did a walking tour of that facility at like towards the end we got into some spacex questions i was like i mean starlink is like the topic du jour right now because they're hitting inflection point scale and so i asked him i was like did you know when you started rolling out starlink that it was going to be this big he said absolutely let's get as many as we can out immediately all of us knew like we a lot of us have been talking about like oh starlink is the true like you need the launch business in order to do this but like we all knew that starlink was the the business for a long time market wise though like like why because you thought old telecoms and all these yeah it's an end of one company and like launch is like you know i'm bullish on launch going forward but like the applications of launch are where the where everything is at right and like telecom and global telecom i mean it's pretty huge so we talked about we talked a bit about teal we talked about um elon another okay of your portfolio that you you were involved in early investments was um and i will repeat this but i'm sure you'll correct me it was spacex palantir i mean i didn't need like spacex or whatever you were part of it part of the team yeah i mean not many people can say that they were no that's true on those i just wanted to be clear it's not like i'm trying to sit here and say oh i led space no way congratulations but sorry go on the other big ones that i was a part of the team because the other thing is a founder's one we tend to not do individual credit on things right yeah a lot of people are involved but yes we can talk about it from a perspective of like yes was helping drive the team on some of these investments so you were helping drive the team on spacex palantir airbnb you were on these deal teams you were involved here yes but remember that palantir peter is a co-founder of palantir so that one was like you know yeah we put a lot of money into it i think we put like 30 something percent of You put 33 % of fund investment,$75 million of a$240 million fund at a billion dollar valuation.

29:58Brian Singerman:Yeah, very good, Molly. That's something like that, right? And so, yeah, that was pretty bold. Now, Peter was a co-founder there. So I think I put that one in a special bucket because Peter's a co-founder there. But then, yeah, I mean, Airbnb, Stripe, StemCentrics, even things like Andurl. Sure. Affirm, obviously. And STEM Centrics was one of your first exits? Maybe. It was one of the first bigger exits. But I don't know anything about biotech, right? That was just a bad idea because I knew how good the team was. That's crazy. I just never seen it. There's never been another CEO of a biotech company like that.

30:37Right. I think the biggest thing that I was looking at all these names, and I've listened to you on interviews and listened to you speak, and it's like you're so down to earth about it like you're very clear that like you're not an expert in these things you have high conviction on the founders i know what i'm good at and i know

30:54Brian Singerman:what i'm not good at and i don't try and pretend to be good at most things i don't feel the need to like do the whole vc oh i know about everything nonsense so what are you looking for in these founders like what are the main what was i looking for i mean i'm not doing pitch meetings anymore um what i mean i was looking for it's hard to put into words like i think we had a one time i had an author come into founders fund to try and help us put into words what these found what what what is the founders fund founder and we never could figure out the proper words for it right like it was just always a we all kind of the one thing about us is like we all approach these things from slightly different perspectives but we could all generally agree on, whoa, this person is actually really good.

31:41Brian Singerman:Right. And I think that's what the other part that made founders fund work is like all these contrarian people with no cohesion around the type of business, right. Other than the monopoly thesis and all that. But where we all did come together was we were all a lot on somewhat the same page with, oh, this is an actual A plus founder, not just like an A minus founder, but an actual A plus founder of which I think there's very few. Does that, like, do you, do you get them at maturity or do you think that they have potential? Like what is the, um, you probably see the potential, but like to me, my style was a little bit later.

32:21Brian Singerman:Like I, you know, you probably can see that somebody is really good, you know, at the very start, but I need to see that paired with execution just because I don't know how to do execution and so I I can like take it uh I can I can take the whole like oh this person's probably a plus and maybe make an investment but from an execution perspective I need to kind of see the execution because I don't know anything about execution this goes back to like the strategy versus tactics thing it's right like I couldn't actually never run a company right um it's one of the reasons I like wanted to retire from venture capital like when I would talk to these founders I was always pretty good at corporate strategy and I was really good at figuring out if the person was A plus, but there was always some sense of imposter syndrome, right?

33:03Brian Singerman:Right. Like I've never founded a company. I don't, I have no idea. I couldn't, I don't try and claim that I could run a company. Right. And so you'd always find people who could in really, really, really good ways. Why you, when you run into like a Max Levchin, you're like, oh, this person can run a company. You're like, great. Right. Because I could never do it. But on the thing that I'm doing now, right. Like, no, there's no imposter syndrome. Right. And so that I can do. Yeah. I wanted to ask about that. So of the individuals I, I reached out to Scott Nolan was one of them and he, he was curious how you're applying that framework to investing in funds into fund investors, specifically like these, like emerging or whatever you want to call it.

33:43Brian Singerman:Um, same thing. It's the same thing, but without the imposter syndrome, when I like, I'll know in the first five minutes, if I don't think somebody is an A plus GP and the work is I'll meet with somebody be like oh like what I'm actually looking for is hey is there some chance this person could have beaten me in my prime right as a game like playing their game their game is not gonna be the same as mine you're not gonna beat me at my game but playing their game could they beat me in my prime if the answer is maybe right then I want to spend more time with them and I want to work with them and so that's what I'm doing now right like I'm spending a whole bunch of time with these GPs I'm thinking like, I'll know immediately if they definitely are not.

34:28Brian Singerman:But like, it'll take spending a bunch of time with them to think, oh, this person actually could have beaten me. Like we would have hired this person at Founders Fund if there was, but they're not hireable, right? And so that's who I'm looking for now. And it's the same motion as when I was dealing with Founders Pitching, other than there's no imposter syndrome. So it can be like very much no holds barred for minute one. there's no it doesn't have to be like a sense of politeness and i i don't like small talk and i don't like preamble like i'm very much into okay let's get to the meat so i like getting to the meat like real quick with these gps and like challenging them on this kind of stuff right and it's harder to do that with founders because you always need to be much more respectful and genuinely because i had never done it so who am i to like just rip whatever they're doing from immediately right this i can i can rip immediately like with these like i guess like what what are the main themes that you're seeing out of this new cohort of gps and funds what do you mean like in terms of what they're investing in i don't know i mean like or in terms of like like like their style i mean i think all different i think like though for for a fact a lot of people are trying to rip off the the founders fund concentration strategy.

35:44Everybody all of a sudden, like, let's go after vertical integration. Let's go after concentration bets.

35:49Brian Singerman:Like I'm very good at spotting when something is somebody's natural strength versus when they're trying to say things they think that I want to hear. Like you have to, I think that is one of the things that you have to get really good at. It's like, okay, it's the bullshit meter, right? Like if somebody's saying something because you, you can tell they think you want to hear it, right? Or is somebody truly being themselves? I love when people are truly themselves and when i can see that them their natural self is can be dominant like that's what i love like just talk naturally because you don't know what i'm looking for like i'm open to any strategy under the sun um i'm open to somebody being the best in the world that whatever it is i just have to be convinced that they're like the best that they're at their strategy who do you think the most naturally authentic people are oh i don't know we've talked about some of them like authentic people.

36:40Brian Singerman:I mean, I think I'm fortunate to be around a lot of authentic people. So one of the things I always say though, is like, Cyan Bannister is one of the most authentic people. Oh my God. One of the most pure authentic people, like in the world. She is just her. She's one of my best friends and her husband Scott, right? Like those are two extremely authentic. They are who they are, you know, people as one example, but I know a lot of. That's a really, I literally, That was the top person that I thought of. Yeah. Cyan was the first person that came to my mind. I spent a really good amount of time with her and the Long Journey Ventures team.

37:15Shout out to Long Journey.

37:17Brian Singerman:Shout out. They're great. Last fall. And we just bonded so well. We think very similarly about things. Like we were going through this exercise. Like we were doing lots of like thought experiments. Like kind of like opening your mind and then reflecting and all this kind of like cool down to earth. conceptual frameworks and i was like i travel so much i don't want to own anything i just wish like i had like a cloud of things i could just pop into any location i love that be there um now with uber eats you can do that you can literally order clothes on uber eats it's great this is not a plug i swear but um so we bonded over that but like i've never i she is one of the most successful female investors and for me being in a male-dominated industry there's really like few of them but she is like such a purely authentic person and then she's extremely talented and such a good investor yes it's great agreed agreed um she's phenomenal when i spend time and it's great because i have like the fortune like or the i guess like the opportunity to spend time with these individuals like over the last year or so doing these interviews i spent i spent with her i did the andrel tour palmer lucky you cannot replicate that guy he was literally going to be the other person that i would have said really like talk about somebody who's like

38:40Brian Singerman:just caricature portrayed by the rest of the media as like totally not like palmer lucky is one of the most like honest like real people that there is and like from an insane talent like Palmer though so Palmer is one of the most talented from a like visionary crazy product idea that could actually work like Oculus was one of the very first companies so I was the first investor in in Oculus and Oculus was a company that I invested in not just on the straight I mean I obviously Brendan Palmer great but like I was like try the actual product and I'm not a product person but I tried the actual product and was like oh I'm blown away by this right so i had to invest just and i never do that from a product perspective right i'm much more of a individual person but like to have that kind of thing he's such an honest person and he is also palmer also knows what he is really good at and what he needs to supplement right like so the i talk about the there's no other founder in history like elon right but as one person who could do it The Andurl founding team are all so complementary to each other and different, but respect each other so much and are good in different ways that not any one of them, not any one of the four of them could have like pulled this off.

39:58Brian Singerman:But I do think that the cohesive founding team is better than Elon. Not one person, but the team is. And Palmer is such a huge part of that. And he's just like a genuine guy. He was a, besides Cyan, he was like the next person I thought of to say in the answer to your question. A hundred percent. 100%. It's like, also, you could throw anything at him. He has a reference for it. Sure. I was like, oh, this will be a funny question. What would War on the Moon look like? He will have studied that. He was like, well, I read that in a book. It's called blah, blah, blah, blah. That's an easy one for him because he definitely would have studied that one.

40:30That's an easy one. But he's truly authentic and very cool. Alex Karp is definitely another one.

40:37Brian Singerman:There's a lot of actual authentic people in this business. As we were talking about off camera, there's a lot that are not. But there really are. And you will never be able to tell from how tech media or mainstream media characterize people who genuinely is. You'd think, oh, that's a villain or whatever, like just by reading this kind of nonsense. But there genuinely are amazing, awesome, talented, really true to themselves, like genuine real people. Like you use the term down to earth. I don't know about if I'd use that same term, but I like to use the term genuine, like genuinely them. They're not trying to be somebody else.

41:19They're not trying to like fit apart.

41:22Brian Singerman:Right. They're just being them. And I love that. And I do actually. Yeah, I and I'm attracted to when I meet that in a new GP, I'm attracted to that. Somebody who is just being them, not trying to play the game. As a master of games. Or a lover of games. Why do people play the posturing game when it's so obvious to everybody who's on the inside? I don't think it's all... Because who cares about people on the inside? That's not who you're trying to like... Sometimes you're trying to win over LPs. Maybe you need to do the posturing for LPs. I don't. But that could be one reason to do it. One reason is you're building your career.

42:04Brian Singerman:I don't know. It's not the game that I would have played. But I don't say there's no reason. to do it. And also because your audience or your customers, not other VCs. So really, who cares what other VCs think of you? Today's episode is sponsored by VCX by Fundrise, the public ticker for private tech, allowing investors of all sizes to invest in venture capital. Learn more at getvcx.com. Some of you may not have heard this yet, but our sponsor Public just launched something called Generated Assets, and it brings AI into investing in a way I've honestly never seen before. Here's how it works. You type in an idea like AI-powered supply chain companies with positive free cash flow, or defense tech companies growing revenue over 25 % year over year.

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44:07Brian Singerman:Yep. We had some really fun conversations before we started because we're in this, like, I mean, you have some beautiful guitars back there. Oh, yeah. Those are prized possessions. My wife's karaoke guitars. Really? When my wife and kids like to, we do karaoke in this room all the time. We love karaoke as a family. And those are our karaoke guitars. They look like they've seen some. see some better days no i think they've seen some they've seen some great days oh yeah if those guitars could talk yeah but you do have some empty cases and we were talking about why you're so interested in collecting physical things like human relics i am so what is the i'm very bullish on end of one human cultural iconic artifacts like as a class i've never been a big art person like trey is a big art person like just paintings and you know, all that kind of stuff.

44:58Brian Singerman:I've never been really into that, but what I am into is functional art and like art in the form of like artifacts, right? I love that stuff. And so, you know, music memorabilia is a, you know, category that I'm extremely interested in, as long as these are truly end of one human cultural iconic artifacts. And I think that that's really growingly important in a world that's dominated by machines in so many ways. like i think the the true human like iconic things are just going to be more and more valuable from not just from a monetary perspective but from a mind share perspective from like a uh you know from an emotional uh perspective right like i don't really care if like the algorithm of some nft made this one thing algorithmically rare like i don't care about that but do i love a jerry Garcia guitar that he played for like 10 years hell yeah right like do do I love things that people could recognize like from minute one of seeing them that are true end of one artifacts yeah I I love that kind of stuff and so I you know I do have some some pieces that will that will be going in here but yeah how did you like how did this collection start was there one particular piece that you saw?

46:16Brian Singerman:Yeah, we started with, we do have some kind of movie memorabilia, which I'm very bullish on also, because it's still iconic human, you know, stuff. And you don't want to start a band. I do not want to start a band, but I hope my kids are in one if they want to, right? Like, you know, I really like this whole going to a world where businesses kind of AI dominated the reason I built this music studio was I don't care if a machine can make music better than me who cares I love doing it right and so I like humans figuring out and using this next you know using whatever comes next as a way to figure out like well how can we be truly happy and how do we focus on the things that make us truly happy and truly who we are and so like for instance like if my kids are super into music which they might be right and they want to join to start a band?

47:09Brian Singerman:Hell yeah. Right. If they want to, you know, any, I'm, I'm, I'm as bullish on them being involved in anything creative arts as I am like academics, right? Like I would almost say that like having an awesome music department or an awesome art department is even more important than having an awesome math program right now. That's really cool. So I, I went to college for studio art yeah and like I transitioned to business and all that kind of stuff so I got it in my jeans yeah but there there was like a really interesting moment in time I think I think it was when Studio Ghibli launched on ChatGBT and there was this like existential crisis of oh artists are over like this is over I think we did a segment on this I was on Pirate Wires at the time and like it was a podcast and we did a segment on this and I was like guys like I went to art school like you can't stop artists yeah artists are always going to create it's like in their blood it is what wakes them up every day like yes i can get lost in a drawing for literally eight hours and not want to eat and who and that is totally irreplaceable for by a machine yeah like the what you get out of that what you get out of doing your art what you get out of doing something you truly love that is crazy theories i know but that is going to be what defines us like what we get like more than like oh well i need to do this pie chart because no machines gonna be able to do that better than you but like if you're getting that kind of emotional reaction from doing your art who's going to replace that i'm a tech optimist right and so like i have actually made a lot of money betting against the end of the world really some pretty famous people yeah because it's like the way they might see it it's just like i'm going to be an optimist because in the who cares about the other side of that bet right like in the world where it's like oh we're all dead or zombie apocalypse world, who cares if I lost a bet on that regard, right?

49:01Brian Singerman:Like I'm much more of a tech optimist and an optimist that like will figure it out. And so from a tech optimist perspective, like, yeah, I think that we'll eventually, eventually, I have no idea when this will be like have some basic needs met and people can try and focus on what they actually love. That's amazing. Well, to wrap it up, what are you most looking forward to in the next 12 months well i'm looking forward to a few things um my daughter starting kindergarten oh i'll get teary for that um spending more time in hawaii yeah and this music studio actually opening up like you know this this filming this podcast in here this is the first time other people have been in here but my intention is to have bands and artists that are doing something that i love get to come in and they get to use the studio for free I'll even create a label for them and they get to own all the IP and I'll pay all the money to have them distribute their stuff and they get to do use everything for free and own all of it because I don't care about making money off of this I get to be a fly on the wall right so that's how I drive my happiness here right from this is like I love being just like a part of the creative process right and so I look forward to putting that into reality it's like having some band or artists can like do something awesome here where the win-win for them is they don't have to pay a cent for it.

50:28Brian Singerman:I don't have to take any sort of ownership of their IP of their stuff at all. They get to own it all, but I get to be a fly on the wall. So I'm looking forward to that also. That's amazing. Well, that's a great place to end. Thanks. Thank you so much, Brian. All right. Thanks, Molly. Appreciate it. Hey, it's Molly. If you enjoy our interviews, check out our newsletter, sorcery.vc, where we deliver a once a week top deals and tech headlines email and also go deeper on our podcast interviews. Subscribe to Sorcery today and don't forget to subscribe to the podcast on YouTube, Spotify, Apple, or wherever you listen.

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From the publisher

Brian Singerman spent 17 years at Founders Fund, where he helped drive large concentrated investments into companies like SpaceX, Palantir, Airbnb, Stripe, Stemcentrx, Anduril, and Affirm. He recently left to co-found GPx, a new fund backing emerging managers. In this episode we break down the philosophy behind Founders Fund's concentration strategy, how a lifetime of competitive strategy gaming shapes the way he reads founders, and why he is now applying the same framework to GPs instead of companies.

"When I did get to meet Elon and learn more about SpaceX, it was extremely clear that there was nobody else like him on the planet who could actually pull something like SpaceX off."

The conversation runs from his 2008 start at Founders Fund and what he learned from Peter Thiel, to the SpaceX bet the firm staked its career on, why he has never read a financial report, and his read on genuinely authentic founders like Cyan Banister, Palmer Luckey, and Alex Karp. Plus a round of questions submitted by Max Levchin, Trae Stephens & Scott Nolan, his views on wealth taxes and asset seizure, and his bet on N-of-1 human cultural artifacts.


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