Joey Krug on Prediction Markets, Crypto Treasuries & the Next Era of On-Chain Finance (Partner at Founders Fund)

2 Dec 2025 · 1 h 16 min

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The Generalist Podcast: Episode Summary

Episode Title

Joey Krug on Prediction Markets, Crypto Treasuries & the Next Era of On-Chain Finance

Episode Overview In this episode, host Mario interviews Joey Krug, co-founder of Augur and partner at Founders Fund, exploring the evolution and significance of prediction markets, the emergence of crypto treasury companies, and insights into the current state of the crypto market.

Key Topics Discussed

  • Introduction to Prediction Markets
  • Definition and growing popularity of prediction markets.
  • Platforms like Polymarket enabling billions in monthly trading volumes.
  • Joey's early involvement in prediction markets with Augur.
  • Joey's Journey
  • Early interest in making predictions through horse racing.
  • Transition from college dropout to co-founding Augur, the first decentralized prediction market protocol.
  • Insights into why timing and infrastructure are crucial for market success.
  • Investment Strategies and Market Dynamics
  • Discussion on how Founders Fund evaluates potential investments in prediction markets.
  • The challenge of resolution in prediction markets and how Polymarket addresses it.
  • Emergence of crypto treasury companies and how they change financial structures.
  • Mimetic Behavior and Market Trends
  • Analysis of how mimetic behavior influences sectors within the market.
  • The implications of regulatory actions, particularly Operation Choke Point.
  • Evolution of Thinking at Founders Fund
  • How Joey's perspective on evaluating founders and markets has shifted since joining Founders Fund.
  • Importance of founder-market fit and assessing the right market conditions for new ventures.
  • Current State of the Crypto Market
  • Joey’s outlook on the crypto market, including the impact of regulatory clarity and the future of Ethereum (ETH).
  • Anticipated changes in the market landscape due to upcoming regulatory frameworks.

Key Takeaways

  • Importance of Timing: Joey emphasizes the significance of timing when launching prediction market platforms like Augur, which was ahead of its time.
  • Role of Infrastructure: The development of better infrastructure has been crucial for the success of modern prediction markets like Polymarket.
  • Mimetic Behavior: Investors must understand mimetic behaviors that drive market trends and the psychology of investor sentiment.
  • Future of Prediction Markets: Prediction markets are seen as a tool for gathering crowd intelligence, with potential applications far beyond betting.
  • Crypto Treasury Companies: These companies are predicted to influence the investment landscape by allowing users to hold crypto assets in a structured, corporate environment.

Notable Quotes

  • “If you can have markets on any future state of the world, you can then use that information for lots of other things.”
  • “The challenge isn’t building an AI that can answer questions, it’s making sure those answers are right.”
  • “In the financial markets, historically, they tend to be duopolies.”

Conclusion The episode concludes with a reflection on how evolving technologies and market structures can drastically alter the financial landscape. Joey Krug's insights serve as a guide for understanding prediction markets, crypto treasuries, and the future of on-chain finance.

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For more details, listen to the full episode at [The Generalist](https://www.generalist.com/p/joey-krug-on-prediction-markets).

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Transcript

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0:00You dropped out of school and then built what was really this first crypto prediction market called Augur. How did that idea come to you? If you have markets where you can basically bet respectfully on anything, that's the ultimate vision of capitalism. And I was really drawn to this vision as well. If you can have markets on any future state of the world, you can then use that information for lots of other things. We're now seeing ETH treasury companies, Solana treasury companies. How do you think it changes the structure of this market? I think it probably works less well as you go down the list of assets.

0:28And the same reason that a small micro cap stock can't really issue that much debt. People want to buy Apple bonds or Goldman Sachs bonds. They don't really want to buy the small of the mid cap. We've talked about some of these regulatory changes that have been made under the Trump administration and how much hostility there was under the Biden administration. I think the most absurd thing I remember under the Biden admin for crypto was that the SEC actually tried to take the position at one point that stable coins were a security, even though, like, if you buy USDC, you can't really make money.

1:01Prediction markets are having a moment. Over the past two years, these exchanges have gone from curiosities to possibly the future of finance. Increasingly, platforms like Polymarket attract billions in monthly volume from traders keen to speculate on just about anything. From political races to sports events to the number of tweets Elon Musk will post in a given time frame. Today's guest, Joey Krug, saw the opportunity in prediction markets long before the rest of the world, building the first decentralized player in 2014 and then backing Polymarket as a partner at Founders Fund nearly a decade later.

1:35In this episode, Joey unpacks his history with the concept, why the moment is finally right for prediction markets to take off and how he expects them to develop. We also cover the crypto treasury movement, including Founders Fund's investment in ETH treasury player BitMine, and finish with Joey's thoughts on the state of the crypto markets. As a note, our discussion covers tradable assets, so please remember that none of this is financial advice. And with that in mind, let's get to the conversation. I'm Mario, and this is The Generalist. Every revolution in AI creates one question that never changes.

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3:34Auth0's new offering, Auth4GenAI, is currently available for developer preview. Secure your AI agents and integrate with the GenAI ecosystem using features like user authentication, token vault, which calls third-party APIs on a user's behalf, async authorization, and fine-grain authorization for RAG. What typically takes 50-plus lines of code is reduced to just a few, so you can focus on building the AI apps yourself rather than worrying about how to secure them. If you're a developer looking for an easy and powerful way to secure your applications, get started for free now at a0.2. Joey, I'm so excited to have you here.

4:14Ever since we met through the Founders Fund piece, I remember being really struck by what a sharp and interesting person you are with a really unique perspective on crypto. And so, yeah, thrilled to have you here. Yeah, thanks for having me. Amazing. Well, I'm excited to get into a lot of different pieces today, including some of your story and some of the pieces of the crypto market that you've been involved in. Particularly, I think prediction markets has been a big part of your story, both as a builder and as an investor. But maybe to start out, I wanted to circle back to part of your origins, which I remember really struck me when we talked back in the day, which is that I think you told me that in your early days as a kid, some of the first quote unquote investing you did was betting on horse races.

5:03How did that start? Yeah, that's right. So I used to be really, I still am really into horses and horse racing. And when I was a kid, I used to go riding a lot. And I just remember one year watching the Kentucky Derby on TV. And there was a big kind of like long shot payout for the, for the horse that won, you know, I kind of looked at it and I was like, that's interesting. I wonder, I wonder if there's a way you could like predict, you know, which horses are more likely to win and then, you know, bet on that to make money. Um, which, which usually is, is the start of a story where things are about to go south.

5:43But, um, but, but, but in, in my case was able to actually, you know, I, I basically borrowed $20 from my mom and, um, started kind of looking into it and built like a really simple, basically like linear model system, literally just in, you know, Excel where I get all this historical data about all the horses in a given race. And then I'd look at, you know, all the races on any, on any given day and then, you know, pick two or three bets to make basically. Wow. Uh, it's fascinating to me that clearly the odds were not, uh, sharp enough to sort of have done that sort of work? Like where was the edge in that model out of curiosity?

6:20I think one example where there's probably the most extreme edge was like, if you have a track where it's like really muddy and really rainy, there's some horses that just, I don't know if it's genetics or just like personality, but some horses really love to run in the rain. And so like, you know, that's one example where there's like massive mispricings because there's horses that look really good on paper, but they've only ever read, only ever ran, you know, on like a clear sunny day where the track super dry and fast versus there's some horses that just really outperform when the track is like super muddy and filthy like that's one example where like it doesn't happen very often but if you come across that scenario where there's a horse that's really good past performance in the rain like that's a that's one market dislocation another one is like people are really bad all this stuff is much more efficient now but back then people were really bad at like you know you look at a horse and it's won its last few races but the distance on those races are significantly shorter than the race that's about to be run.

7:18And you have a horse that's maybe gotten, you know, second, but it has run that long distance before. That horse is usually undervalued relative to the one that's going up in distance because it's just like a new thing for the horse and they tend to underperform. Stuff like that is sort of what surfaces. I love these sorts of stories because, you know, I think when you're a kid, especially you, you haven't necessarily have your mind trained or warped or sort of molded into these strict ways. And so you can see just sort of the natural way people's brains work. And so clearly this was something that, you know, almost congenitally or behaviorally, you're predisposed to look for these opportunities in a way that has certainly served you as an investor today.

8:00It sounds like you were, you know, obviously a very technical child, so to speak. I believe that I read that you started learning um applesoft basic which is not the the most common type of code that someone would traditionally learn to uh learn to code how did that happen yeah that's kind of funny because because sometimes you know just like over the years like in in business you know i'll come across people that are you know in their in their like 50s or 60s and you know somehow the subject of like how did you start programming comes up and often they they will have started programming on the apple soft you know basic right and and they're surprised when you know i'm like yeah me me too for me that was just um when i was in middle school my dad got me an old an old apple 2 computer that he just bought on ebay um and you know it's like hey like you should you know learn to learn to program on this like and you know it got me like one or two books about basic and i just started writing you know really really simple programs um which is kind of a good way to start um you know because because there's not there's not that much you can do like you're basically just using like a command prompt or terminal um and writing you know text-based programs there's not really like in theory i think you can you can you know write a server in applesoft basic but like that's not the kind of stuff most people did it was just sort of like mostly local programs running on the machine so it's pretty like contained way to start programming which i think is actually pretty pretty was a pretty good way to start really interesting um And so you sort of were obviously interested in computers and you had sort of this investor sensibilities, whether you would have thought of it that way or not at the time.

9:43When did sort of crypto enter the picture? Was this somehow discovering the Bitcoin white paper and finding that fascinating? Was it something that happened a little later? Yeah, I mean, crypto I first came across through gaming. I used to play a lot of video games when I was a kid. And I had this computer that had two, um, two like AMD radian 6870 GPUs. And I used to be into like overclocking it, you know, making it run faster than, than stock. And there was this form where someone had basically posted like, Hey, there's this software that if you run it, you can earn money kind of like out of thin air with your graphics card.

10:24Um, and I came across that as like, that sounds like a scam, but also, you know, this is a really popular thread. So, you know, maybe there's something here. And it turns out it was like, I think the program was GPU miner. And, you know, it's for mining Bitcoin on your on your GPU. And that's sort of how I first came across it. And then I didn't read the white paper until like, maybe a month later, because I had some of these, you know, Bitcoins that in mind. And I was like, yeah, should I should I sell this? Or, or is there something real here? Like, is this a scam or not? And that's when I actually read the paper and kind of thought it was a cool idea.

10:55Wow, that's amazing. So you were, I assume, like in high school or even, I don't know, sort of mining Bitcoin in your in your room on your on your GPUs effectively. Yep. Yeah, that's right. Wow. And so then you read the white paper, you know, you go to college, study computer science before sort of dropping out. Was the white paper sort of a moment where you're like, hey, actually, you know, the way that I see computer science is going to be through this paradigm? Or how did it sort of go from maybe this curiosity to a thing where you're saying, hey, I'm actually going to step out of school and try and build something in this space?

11:30I always been really interested in in medicine as well for a bunch of other reasons that you can get to at some point if you want but basically I was interested in medicine and but I always thought that like you know if you're if you're really interesting you know if you were like a doctor who could also program I thought that would be you know maybe there's something interesting you could build if you did that then went to school and then you know kind of two things happened And one, I sort of thought about, you know, I love school, but I also thought about, you know, if you become a doctor, you need to do another four years plus probably another four in like residency, you know, kind of at the same time, the price of Bitcoin was rising.

12:08There's all this interesting stuff happening in crypto. The Ethereum white paper kind of just came out. And like none of the professors were teaching courses on crypto anyways. I mean, now you can take courses about it at Stanford where you can like, you know, write smart contracts and, you know, do stuff with zero knowledge proofs. But back in the time, especially in undergrad, like that didn't exist. And so I found myself just reading lots of papers about crypto and, you know, buying and selling crypto and sort of kind of thought that like, I may as well just leave school and build something in the space as opposed to spending another three years there.

12:44And not really learning anything about crypto anyways, beyond what I was doing on my free time. So I may as well just do that full time with sort of the high level logic. You had an amazing breadcrumb that I can't help but follow, which is that you have this interest also in healthcare and this idea of a doctor who can code, I think would have been really prescient if you look at some of the stuff with computational biology, biotech, all of these things that have also grown in sophistication in the time period since. Where did that sort of interest originate from? And, you know, to the extent that you have sort of the latitude to explore that interest today, how does it, yeah, how does it influence how you think?

13:22Yeah, I mean, where it originated was kind of way, way back. Also, when I was in middle school, like, roughly fifth grade, my brother got this really, really rare disease called atypical hemolytic uremic syndrome. It's basically a kidney disorder, where your red blood cells basically, basically, like destroy themselves. uh it's called hemolysis and i ended up just spending a ton of time actually dropped dropped out of school for the first for the first time then just homeschool myself for a year and so i could spend time in the hospital with him and and also research like any potential treatment for it eventually came across this this drug called solaris which is which is um used for this other blood disorder called pnh but it's sort of if if you give a patient who has ahus to to not have to say the whole mouthful every time um if you get if you get a patient with ahus solaris it also basically effectively treats them and makes them 100 normal and so we we basically it's a really long story but basically we got my brother to this doctor at the university of iowa who was doing um like the first trial with like five patients uh with his disease with this drug um and the company is called alexion pharmaceuticals and in hindsight i should about this in the stock as well um but didn't didn't think about that back then but you know he's on he's on it now there's actually a newer version that's longer lasting and um and you know 100 normal versus it was a disease that had you know like a 95 percent you know five to seven year mortality rate prior to this drug existing um so that's what got me into medicine because it's like there's just all this like really interesting stuff you can do you know i think the other thing that kind of made me interested in it was like there's kind of just this like wide disparity between what certain doctors were aware of as well i think ai is like narrowing that but like he was at washingtonst louis the doctors there um basically didn't believe this drug would work and were like yeah there's nothing we can do um versus you know this random doctor iowa you know was running this this trial that you know worked and you know made it made him basically 100 better within six months.

15:36And so that's sort of how I first got interested in it. That is an astonishing story. I mean, it's sort of wild to me because it's clear that even as a kid, you must have been one, extremely high openness that you're like, I'm open to the idea of this new kind of money. And also I'm open to this different type of drug, But also, you know, I'm at risk of using jargon that is too tech jargony, but very high agency that you're, you know, you were, you know, as a kid thinking about these solutions and able to sort of broker these things. So, yeah, wow. I mean, it's really remarkable. Yeah. Do you find yourself spending time on that in your sort of nights and weekends?

16:21I feel like everyone sort of needs a place very different from their work life to go, you know, almost think about something totally different. yeah i mean my nights and weekends are basically two things yeah one is you know kind of looking into what's what's going on in medicine or biotech um just always been interested in it kind of sparked from from that story but then i've also spent some a bit of time on like sean lu and i at founders fund are looking at some some companies in the space as well probably spend more time you know, over the years there. But I think the other area is trading.

16:58I do a lot of, yeah, trading in public markets, which is a good way to stay sharp and also has a faster feedback loop than, you know, VC, but also informs your worldview for investing in privates. And so that's the other nights and weekends thing that I do. I love it. That's a great yin and yang. to sort of come back to, you know, some of these early formative crypto experiences. I'm going to jump around a little bit because there are pieces that I really want to dig into that I think are especially relevant to the way the markets are today, the place the market is in today. But to sort of jump back in where we left off, you dropped out of school and then built what was really the sort of, I think, the first crypto prediction market called Augur.

17:43How did that idea come to you? Because it's one that has really found its place in the sun, you know, maybe a decade later. It was one of the first use cases talked about after Ethereum kind of came out. It was one of the use cases, you know, first mentioned the Ethereum white paper, even like Vitalik wrote about it and wrote a couple of blog posts. Yeah. So it wasn't like a novel idea, but it was sort of an idea I was interested in kind of dating probably back to the horse racing, you know betting stuff um where i i sort of thought that um back back then you couldn't really bet on sports or on horse racing in the u.s you had to use these offshore places where you know it was just like you're betting against the bookie right and i always thought that that should be a market so that's one reason i was interested in it but then the other reason was that i thought that um like shane from polymarket talks about all this all the time but we both kind of read some of the same papers from like hayek and and there's also like these two economists arrow and dubrow that had this idea of like complete markets or complete securities where if you have markets where you can basically bet or speculate on anything um that's sort of like the ultimate you know at least in their view ultimate vision of capitalism and i was really drawn to this vision as well because it's like if you can have markets on any future state of the world you can then use that information to for lots of other things um so that's sort of like the intellectual reasons why I was interested in it.

19:11Super interesting. You know, I think probably the vast majority of listeners will have heard of prediction markets, but if for some reason, someone hasn't, I think you encapsulated it so well there, this idea that, yeah, betting on anything. It can be a presidential election, a mayoral election. It can be, you know, what the Fed rates are going to be in a certain period of time. It can be if China's going to invade Taiwan and being able to, you know, do that in a sort of centralized location where there's, you know, lots of liquidity, hopefully, and a sort of robust system of resolution. It's interesting to me, because I think there's a lot of people who actually came to crypto sort of nerd sniped by what you were doing with Augur and prediction markets in general.

19:51I remember talking to Dan Romero from Farkaster, and he mentioned that that was something that really got him excited about crypto in general. What do you think it is about that concept that seems to really intrigue smart people i think you know where i go back to is like okay if you look at bitcoin you know the thing that intrigues people about it is it's like this first you know whether you call it a monetary or gold-like asset that's you know kind of digital and independent of any government and then if you look at smart contracts you know they enable you to basically do that for anything in the financial system and then so the next kind of level of logic is like well okay hey, if you have smart contracts, what's kind of the most logical thing to do?

20:34Well, it's to create a financial market that's, you know, independent of the traditional financial institutions where you can basically speculate on anything you could possibly want to speculate on. And, you know, not only that, but you can create these markets, you know, fairly quickly in a matter of minutes. And it basically kind of democratizes like, you know, most people have seen like the big short. If you remember the scene where they're going around getting all these ISDA agreements in place with you know the big banks take on the specific bets they want to make um in theory like you could get a really informed counterparty who's willing to let you speculate millions of dollars on almost anything and fit it under a swap agreement right in practice you know if you go to jp morkan and say hey i'd like to bet 10 million dollars that you know russia invades ukraine or whatever yes um they're going to be like what are you what are you talking about um yeah and so i think people are interested in prediction markets because it allows you to basically take the same kind of intellectual underpinnings of things like Bitcoin and smart contracts and then apply them to any financial market where it's just like a pure free market where anyone globally can trade them.

21:44And so I think that's sort of why people got excited about this idea. And also just even for folks that maybe don't see themselves as the speculator themselves, there is just this value of having this crowd wisdom or, you know, what, you know, there's probably better ways to really describe it, but, uh, getting to, to see the odds or the, you know, the prognostications of a group of people that are actually putting some, some amount of asset at risk to, uh, to sort of justify their opinions. It gets you sort of closer to truth, hopefully, uh, or at least, uh, the perceptions people have of that moment, which I think is, you know, now extremely valuable.

22:22I find myself going to the polymarket and uh and calci and and looking and saying you know okay what are the odds in this race or you know what are the sort of the view of the world right now so there's this sort of informational aspect that is really valuable yeah yeah i think i think that's totally right like i go to polymarket multiple times a week just to inform my view of the world and often there's like interesting trades you can do around that too like what one like one small example you know for for someone who's like skeptical of this idea, right? Like one, one small example right now is like, you go to Polymarket and there's a greater than 50 % chance that the United States does a military action in Venezuela by the end of the year.

23:02Like if you ask most people on the street, they would probably say it's below that, right? You know, like one example, like I'm, I'm, I'm buying a couple of stocks that are exposed to Venezuela right now, because I think like, yeah, it's probably mispriced. There's a bunch of different things like that. You know, if you go back to the tariff stuff, you know, earlier than in the year, where prediction markets were like super, super useful to understand what's actually going on. So, you know, to come back to what you were doing with Augur, why was it structurally that crypto was such an unlock for this idea?

23:32You've sort of mentioned parts of it there. But yeah, what, you know, if you sort of put yourself back into your, your teenage self there, what were the sort of theses that you were operating under? The unlock for crypto for prediction markets, and it's sort of similar for, you know, why crypto is useful for other things as well, is one, it's inherently a sort of global market. So, you know, you just need an internet connection and a way to access, you know, back of Augur, you needed East Tibet, you know, now you can use stable coins. and then the second thing you that it does is and this is probably kind of a bit more slept on thing but if you look at sports books part of the reason their fees are so high is one they're taking the other side of every bet so it's not a market but i think the other reason that people don't think about as much is a lot of payment methods are reversible so there's the risks that you you know bet five hundred dollars on on the yankees game and then charge it back and say oh actually i didn't make that bet someone wants to stole my card and so you have to price that that in crypto doesn't have that problem because it's it's you know once you send it it's it's settled and there's no way to kind of reverse like a stable coin transaction with exception of some obscure cases like if you're you know terrorist or something um and so i think that's another reason and i think the third reason is that it's sort of just the most efficient way to to operate or run financial markets.

24:57Like if you think about, you know, how you would create something like this in, you know, kind of the traditional finance landscape, like you can do it, but it's just a lot clunkier and it's a lot harder to kind of share the liquidity pool, you know, in countries outside the US and you end up having some of the same, you know, chargeback risks that the sports books have. And so I think back when, you know, I was working on Augur, the main unlocks were just like it's global, you know, 24-7. And yeah, you can create these financial markets pretty easily versus having to go through a lot of steps and paperwork and stuff like that that you have to do in the traditional system.

25:41And in terms of the sort of reasons that Augur didn't ultimately work, it feels like a lot of that was just sort of hamstrung by the state of crypto infrastructure at the time, you know, the speed of these transactions, the cost of the transactions, what were the pieces that you feel like, you know, even if we'd had, let's say, 100 % perfect execution, we would have really hit a wall because of X, Y, Z. There's a few reasons. I think some of them were things, you know, in our control and some of them were things not in our control. I think if you look at, you know, back then, for most of that period the government was especially under biden the government was quite hostile to crypto yeah true um there was even like a speech given by you know one of the cftc commissioners at the time that like um i haven't talked about this before so this is maybe new to some people but it's it's basically like clearly like 100 about you know auger oh really saying that yeah and it's it's it's about prediction markets we were the only prediction market you know in crypto back then And it was saying that, you know, developers of smart contracts should be held liable for the actions that take place using those smart contracts, which is sort of like saying that, you know, Microsoft should be held liable if someone writes a ransom note with Word.

26:58It's really absurd. But also a lot of the legal stuff, you know, hamstrung us because we were trying to build it with kind of, you know, one and a half arms behind our back, so to speak, where there's a million things we could have done to make it like so much easier and faster and quicker to use. But we just took the maximally decentralized approach because the thing we were optimizing was that like, if the government ever did sue us and it went to court, we wanted to win, which meant that we did like almost nothing. You know, we didn't create the markets on auger. We never traded in them. We never market made in them.

27:30We never resolved them ourselves. We didn't even host the website. And so it was like, you know, there's a million reasons why it was just so hard to use. And I think, you know, like if you went back and looked in, like the Augur Discord is public. A lot of those chats are public. You can see, you know, it's almost always a legal reason why we took something that was clunkier or harder to use as opposed to like a, you know, UX reason. I think that was a big part of it. And I think another big part of it, even if we took all the legal risk and I think the second piece was just that the kind of like tech and infrastructure wasn't ready.

28:10Like when Augur started, eventually these got built by companies like Alchemy, but when Augur started, there weren't even like, you know, Ethereum node RPC endpoints where you could talk to an Ethereum node. You had to spin up your own node to use Augur day one. Also transactions were very expensive, you know, on Ethereum. um uh in auger was kind of fairly fairly gas and efficient as well like doing a trade in auger would cost like 50 you know no one wants to pay 50 to do a 500 bet or whatever and so there are kind of all these reasons that you know that's kind of gotten solved by layer twos the infrastructure is a lot better faster and cheaper stable coins are a lot more widespread it's a lot easier to on-ramp into crypto and so i think even if we took all the legal risk it probably wouldn't have taken off like the timing was just wrong we were way too way too early but you know hopefully we we like inspired some people to uh to to build in the space um so yeah that's that's sort of my like sort sort of my read of it is like maybe maybe augers augers napster and polymark spotify or something like that i love that uh yeah an idea ahead of its time and that certainly did inspire a lot of people and I think brought a lot of people into crypto and intrigued a lot of people to sort of, you know, go forward in your career a little bit.

29:26You know, after Augur, you became sort of co-CIO of Pantera Capital, which I only in researching this episode did I learn that it's a tiger cup, which, you know, is sort of a I didn't necessarily expect that from a really early crypto fund. But anyway, you went to Pantera and then, you know, landed a founder's fund. And this is sort of where the, you know, I feel like the prediction market story comes full circle, which is that Founders Fund led the Series A and has become a, you know, very large investor in Polymarket. How did, you know, Polymarket first come up on your radar? The first time I came across it was a long time ago where back when I was doing Augur, Shane had sent me an email and you kind of a list of like, it was a good email.

30:11It's like a list of all the UI UX stuff that was that was wrong with it um and you know i i sort of agreed with like 90 of it um but a lot of we just couldn't couldn't do due to kind of all this stuff i just kind of went through and um and then i think maybe a year later i forget the exact timing on it but a year later he was just like you know decided to to create polymarket and build a prediction market and he wanted to um basically kind of build a vision that he thought made sense for it and we sort of stayed in touch like in loose touch off and on over the years and then the thing i kind of always told him was like if you get to if you get to like clear kind of product market fit you know i i will invest um was was basically what i said and i was like you know prediction markets is probably like the hardest idea to build because so many people have tried it it's so like intellectually interesting everyone wants it to exist you know but it but it's still just really really tough i guess it's probably the hardest digital idea like like fusion is probably the real world you know thing that's harder yes but that that's sort of what i said and then you know i kind of gave him a benchmark where i was like you know if you get to like four or five million dollars in volume a week and it's sort of repeatable that seems like real enough to me that i would i would take a bet on it and then he called me you know late 2023 and said hey we we hit the number do you want to do you want to invest?

31:38And I said, you know, let's, let's talk about it. And it's also loop Napoleon in because he's also interested in prediction markets and in betting. And we ended up, you know, agreeing to invest pretty, pretty quickly. And so that's, that's sort of how it, how it started. That's amazing. It is. It's funny. You, you mentioned the Napster Spotify example, but it really has that echo even from, you know, the, the connection to Founders Fund, right? Obviously, Sean Parker, you know, goes to Founders Fund and finds Spotify after, you know, founding Napster. So there's a fun symmetry there. Had you looked at a bunch of these other prediction markets sort of along the way and considered investing in them?

32:19Like, was it really just, hey, this is the one that seems to be breaking out. And so, you know, this is the one to bet on. yeah i mean i i looked at ones over the years because given the augur history you know i'm i'm kind of one of the first people that people think to pitch you know when it comes to prediction markets um but none of them really had the right you know kind of like founder market fit that polymarket had and then um i think the other thing that i really liked about polymarket relative to you know anyone else i ever talked to was was sort of the the crazy kind of relentless focus on like the UI UX and the user and, and like why, why Shane is building it.

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33:00And those, those sorts of like founder reasons that are relevant to why founders fund likes to invest in stuff. I think it was very clearly, I think even, even in the memo we sent out about Polymarket to the rest of the founders fund team, I think there was a line there that was something like, you know, if, if anybody can do it, it's this team. If they don't do it, it's probably not going to work for another five to 10 years was sort of the Ralph mental model. What were the sort of founder market fit pieces that really spiked in terms of Shane? And when you looked at the team that made you think, okay, this is the folks, if anyone's going to do it, it's going to be these guys.

33:36I think the way I would describe it is like, if you look at Shane, he's basically super, super obsessed about just like there being more efficient markets and there being a way to basically get data about kind of anything in the real world that people care about you know i think one of the kind of frequently used lines is like if it's on the front page of the new york times like there should probably be a probability on it for how how real it is and polymarket's the best place to go to get that the other like founder thing is the sort of extremely strong perseverance and relentlessness you know he he did take the the legal risks that that we did it and there there was kind of the first cftc settlement and then after after biden lost there was you know the fbi raid and i think you know a lot of people like reasonably probably would have just like you know folded um and not wanted to take on the extreme risk but you know he sort of had this extremely high conviction that this needed to exist it was right you know the government was was wrong to be going after them and that he wanted to build it anyway and i think that that is just sort of it's impossible to fake and then it's also really good for rallying people like around you to your cause and if you think about like what's important for a founder to be able to do it's be able to have a clear compelling vision and then get other people to support that whether that's you know investors people on the team partners of the business and you know i think he really spiked on all those things.

35:11And then the second piece that I kind of alluded to earlier is just like this really high obsession about product. And having wanted to have the product for himself sort of thing, I think is really a big part of that as well. You mentioned sort of the interest of the CFTC and the FBI, right? For folks that maybe didn't chart that story, what was sort of the pricey of what happened and how he was able to sort of manage that process so so the short story of it is basically you know the first version of poly market it's completely global um based on smart contracts they didn't block us ips or anything um i think it was under the under the biden admin they had to settle to cftc and basically block us ips for very obscure reasons the u.s government says that prediction markets are swaps um and uh there's kind of a great matt lagoon piece which is like everything is a swap um If you Google that, it's kind of interesting to read.

36:10And then if you fast forward, you know, it's like 22-ish, something like that. And then it's 2022-ish. And then if you fast forward right after, you know, Polymarket predicted the Trump election win and Biden lost, roughly a few days, maybe a week after the election, you know, the FBI raided Shane's apartment, took all his electronics and phone and everything. it's kind of sort of unclear exactly what what the thing they're trying to get at or go after was i don't like it ever really um kind of full fully got explained but um and eventually ended up getting you know basically dropped you know earlier this year but that's sort of what i was referring to is you know they they burst into his apartment at like 8 a.m or whatever and um and you know took all took all his stuff and and uh he he didn't give up like i spoke to him you know like a day or two after and he seemed in as good as as good as spirits as as usual um which which is just crazy crazy impressive and and yeah it's hard it's it's it's like i would be pretty sad if the fbi raided me to maintain your focus yeah uh but you know he he stayed focused and on track and and you know they've i think they just did more more volume than the election month you know last month so it's it's it's crazy where you know again another another situation where like if you look at what polymark has done over the last year you think for a majority of that you know they were again fighting with one hand behind their back because the government was incorrectly trying to go after them now that they're not you know imagine what they'll do with like 100 % full focus is sort of how I think about it.

37:54Yeah. I mean, also just from the perspective of your investment, it feels like it was astonishingly well-timed and that you guys first invested ahead of the election cycle. And I think there were probably a lot of folks that were questioning, okay, maybe it works during an election period, but it's going to cool off. And this is going to crater to, I don't know, 5 % volume, 1 % volume, however bearish, I suppose you want to be. And, you know, while there obviously has been a correction, it seemed that there has been still this sort of growing variety of use cases and sort of a higher base. You know, naturally, there are these spikes.

38:32But was that something that you felt confident about at the time that you were making your bet? Or was that sort of one of the pieces that that felt like an unknown even to you? The way I think about this stuff is always like, what what's the market pricing versus what what are v pricing right and i think um you know in in this case the way i thought about it was like the market was pricing that there would be like a 90 decrease in volume you know that was come she squalled twitter that was the common sentiment we thought that was wrong you know i i our view is sort of that like or at least my view is sort of that you know maybe there'd be like a 50 decrease and then it would kind of take a while to to rebound but um there wouldn't there wouldn't be this like 90 drop and the reason behind that was like if you look you know polymarkets volume i think the percentage was like 50 maybe 60 elections like there was still this chunk that was not not elections and so to think it would drop a ton had you had to believe that all the users that came in for the election would just leave and not trade anything else but that wasn't really what it looked like from you know the underlying data which is all on chain and you can you know verify it and so you know i think it's it's probably the volumes have performed probably better than we thought they would have a year ago.

39:46But we sort of priced in them doing better than the market did, which I think is like, when you think about edge as an investor, you don't have to predict everything 100 % precisely. You just have to, the delta between you and what the market thinks just has to be wide enough to be right. When I sort of looked at some of the data over the past year, it's clear that Polymarket has seen the most volume of any of the prediction markets, but that it is sort of, I don't know if you would say it's closing or it's quite close with Calci in particular. When you look at sort of the way this space shakes out, how do you see it progressing?

40:23Is this a winner takes all space or are certain parts of it sort of cordoned off in a winner takes all dynamic? If you look at financial markets in general, historically anyways, they tend to be you know basically duopolies so you have coinbase and buyance you have you know you know cme and cboe you have new york stock exchange and nasdaq it's that's one one lens is like maybe there's a duopoly thing why do you think that is out of curiosity i think it depends on each like if you look at the finance and coinbase one that's a clear split of just like international versus you know predominantly western u.s markets um if you look at if you look at the like options in futures markets like CME, CBOE.

41:09I think that one was probably more of like a product type split in the fact that they've just been around for so long that it's sort of naturally developed where there's one place you trade grain futures, another one where you predominantly trade oil futures, you know, so on and so forth. And the liquidity kind of concentrated. I don't have a good explanation for New York Stock Exchange and NASDAQ. I'm sure there is one, I just haven't looked into that too much. If you tie this back to like Polymarket and Calci and other people trying to compete. I think the US versus international lens, I think Polymarket's the clear winner internationally.

41:44And then they're about to launch in the US. I guess, and then in terms of the market categories, if you look at, again, Polymarket's roughly, I think sports is like 40 something percent. And the rest is other things. CalShield is like 90 % sports which is another interesting lens but i guess to more directly answer the question i i do think it'll end up being a bit more of a lopsided duopoly than the than the other stock exchanges like my mental model is closer to you know uber versus lyft than you know nisey versus nasdaq there's a bunch of different like vectors upon which the the competition will be fought but But I think when it comes to product, I'm pretty bullish on Polymarket being able to ship the best consumer product, which I think is where most value capture will end up long run here.

42:38You mentioned that Shane has maybe this product sensibility and this sense of what the UX should be back to even emailing you at Augur and saying, here's what you should be doing. When you look at it today, what are the pieces of the Polymarket product that you think, hey, it's actually really important that this thing that maybe doesn't look that significant is done in an XYZ way or is represented this way? I think for the non-US product, I think part of it is like, I do think crypto is like the ideal market structure for something like this, where if you're having to have like a decentralized system, you know, you look like Uniswap as an example.

43:20If Uniswap was instead a centralized exchange where, you know, they had to KYC people from like 150 countries. Yeah. I think the liquidity pool would just be a lot, a lot less deep. Another interesting factor on the product side is you look at kind of the different players in this space. There's sort of a split, I think, in terms of like, do you view prediction markets as a betting exchange, like in like the sense that like Betfair is a betting exchange? Or do you view them as like a financial exchange? and a lot of people would probably like meme that sentence on on twitter and say you know it's just sports betting or whatever but but to to concretize it and make it something that's actually like um something that you can discuss and it's not just qualitative if you look at that fair you know they take 50 of the winnings of the market makers on the platform uh 50 of their profits if you look at some of the other players in the prediction market space you know like the fees are quite high you're talking multiple percents if you look at most financial exchanges the fees are very low you know we're talking basis points and so one one lens is like do you view this as an actually as actually as an exchange yes or do you in the financial market sense or do you view it more as like like betting and i think um you know the polymarket ethos is is closer to the financial market exchange and i think as a result especially once they launch in the u.s i think the volumes are just gonna are gonna skyrocket um because it will be like the most efficient most liquid place to trade um i think that's one ethos difference and then i think um i probably can't talk about the u.s product but it should launch you know maybe by the time this is this podcast is out you know in a few weeks and i think um the the user experience on that is just so so much slicker than than anything else that i've that i've seen in this space like it's something where you know once once it's out i've looked very forward much much very forward to using it myself, probably multiple times a week.

45:24I think it'll be really, really cool. One of the things that has maybe been tricky for some of these markets and Poly Market has had issues with this in the past is how you manage resolution. And sometimes you think these things will be straightforward and they end up being more complicated than you might ordinarily imagine. The example that I think comes to mind most is the, is Zelensky wearing a suit at XYZ event and he sort of is, he sort of isn't. And, and, and, you know, that's when there start to be these questions about, you know, how manipulatable are these, uh, different markets, et cetera, et cetera.

46:01Uh, how do you sort of like get comfortable with the constraints and, and the different trade-offs that, that, you know, uh, these companies make and particularly the ones that polymarket makes yeah i mean i think um this is a problem that i thought a crazy amount probably too much about you know when i was building augur you know we we spent all this time on on the resolution system and i think in terms of outcomes it worked pretty well but in terms of speed it was just you know horrendously slow um and so that was the wrong trade-off um I think if you look at kind of the state of things today, yeah, I think one lens is that nobody has as perfect, even the big sports books, sometimes according to the betters, you know, will pay things out wrong.

46:48So it's a problem for the industry writ large. I think the suit thing, you know, is one where there's an incentive for, you know, competitors to create, you know, FUD around this stuff. Like if you read the, if you read what the actual designer posted, um you know he he says that it was like cut from separate fabric which according to some of my friends and and in sort of the fashion space that that means it's not a suit but ignoring ignoring like the specifics of that market i think it is a a kind of thing that needs to be addressed for at large i think this best way that i can think of to to addressing this is probably actually to utilize like ai in terms of like writing the market descriptions you know i think i think they may be doing this to some extent already but you know i think the companies in the space should basically provide like their draft you know description to like you know dpt 5 pro or whatever yeah and have it analyze it like a really you know icky you know lawyer would and just try to cover as many edge cases as possible the one caveat is that you still want like you want to cover all the edge cases but you also want a huge like what is the common sense person's understanding of of of what happened you also want to cover edge cases of like you know i i think like technically there's there's some types of like pajamas that they're very technically are a suit because they're cut from the same cloth right like you don't want slansky to wear pajamas and then be like oh yeah it was a suit you know um and and so there's a lot of these edge cases but i think this is probably one of the one of the things in the space like ai probably is actually uniquely suited at at helping with really interesting Okay, well, I'd like to maybe move on to one other part of, you know, the crypto landscape that I know you've been involved in and that I think feels like a big, big part of the market today, which is really the sort of emergence of crypto treasury companies.

48:46I feel like that's been something that has really gathered a ton of steam over the past 18 months. And Founders Fund is involved with one of the sort of front-running ETH treasury companies. How did you first get involved with Bitmine? Yeah, we had ETH position, then bullish on ETH for a while. It's sort of been a tough cycle for ETH. But when we came across Bitmine, that was sort of kind of two or three things kind of converging at once. Once was that this sort of treasury narrative thing had started to happen. Two was that we knew one of the kind of creators of it is this guy Shen from this fund called Mosaics.

49:32And he was actually one of the founders of WorkRise, which is one of our portfolio companies. so we knew him there's some level of trust there and then tom lee i'd known a bit you know off off and on over the years or passed across a little bit and if you look at what these vehicles do you know in my in my mind it's basically they are a way to you know accumulate an asset popularized by michael saylor with micro strategy um in this case it was you know with eath Bitmine sort of launched at a time when ETH was pretty, you know, in my opinion, oversold. I think it was like the low 2k range. They had kind of a combination of two things that I think is really important to make this work.

50:14One is like the capital markets expertise with Shen. Mosaic is a hedge fund. He ended up starting a hedge fund. And then Tom Lee, also with the capital markets expertise, but also like the branding and marketing and awareness building that he's really good at. that combination of things is why we decided to invest. And I think that the ETH ones have some kind of interesting elements to them that I think makes sense for them to trade it. Not a crazy premium, but still maybe a slight premium, which is like, if you look at ETH staking, the ETFs, since they can be minted and redeemed, won't be able to stake 100 % of their ETH even when the SEC approves it.

50:50And so if you have a capital structure where the corporation can basically stake the ETH. One, you can stake 100 % of the ETH. And then two, the other interesting dynamic is that you basically get capital gains treatment because the company is the one paying the tax on the staking yield versus it being directly income to you as a shareholder, which is somewhat interesting. And I think there'll probably be some demand for that from capital markets. Those are the longer term reasons why it's interesting. And then the more shorter term, why we invested that are kind of tied to the people. Like almost, you know, anything else we do, that's sort of where it starts.

51:28You know, that's such an interesting point on the sort of difference between an ETH treasury company and a Bitcoin treasury company. There are these sort of quirks to it. For folks that maybe haven't really followed this as a trend in the crypto markets, like what is the value of someone, at least in theory, investing in MicroStrategy, which, you know, is a Bitcoin treasury company versus an ETF versus the underlying asset? Let's start with the underlying first. The underlying benefits of that are it's traded 24-7. You can just set it to any exchange that you have an account with and you can trade it there.

52:08It's self-custodial. If you're really, really libertarian and think that the government's going to seize your Bitcoin or something, I don't think that. But if you were paranoid about that, you know purely self-custodial spot is a good way to go um and and there are people who live in countries where like that is actually a valid concern right and then if you go kind of you know one step up you have the etfs for the etf i think the benefit there is just convenience like if you buy you know a bitcoin or etf in your interactive brokers account even if your computer gets hacked or whatever like you kind of have the legacy financial rails to protect you there like um you know it's it's not like you're gonna wake up one day and all your ether bitcoin is is stolen um and then and then i think when it comes to the treasury companies these are sort of more like a higher beta kind of supercharged version of of the underlying asset where they own you know ether bitcoin there's sort of a couple reasons why why one might be willing to pay you know a premium for that think about a company like you know apple or tesla or facebook there's like debt for it that you can trade.

53:18It gives you some exposure to it. It's higher yield than treasuries, but you don't really have the same downsides you have as investing in underlying meta stock, as an example. For Bitcoin and Ethereum, prior to Saylor, that didn't really exist. And so he basically created this way for people to buy convertible bonds, where it's collateralized by Bitcoin. There's some sort of capital stack. They get some amount of upside if Bitcoin does well, but they're able to invest via debt structure and its lower downside. And there are people who want to invest in that or who can only invest in those sorts of vehicles that do want exposure to crypto.

53:58They can't buy the underlying. So there's this interesting financial instrument that he created as a result that has some value. And then you can debate around the margins, what is the premium of buying MicroTrategy stock that it's worth in exchange for him providing that service. And I think my view is that the answer isn't zero, probably not 3X either. But I think that's sort of the notion of why you would buy it because he's basically selling this service. And as an equity holder, you're basically getting the monetization of that service or the benefits of it, sort of the high level way that I would think about it.

54:34And the fact that we're now seeing, you know, ETH treasury companies, Solana treasury companies, you know, other ones coming up the pike, like, do you see that as, I don't know, simply mimetic behavior? Is it telling us something about the maturation of this market and the players in it? How do you think it changes the structure of this market? it yeah i mean it's definitely memetic like we've napoleon and peter i've talked about that stuff to some degree as well like yeah in some ways i'm like this is you guys must have had a an alarm bell going off uh in making this investment because there is such a memetic quality in a way right yeah so there's so there's there's some memetic element to it which i think like if you think about financial markets if you're if you're early to a memetic phenomenon that's good that's kind of the classic soros argument um if you're late to it it's bad one thing that i think people kind of overcomplicate it's like you sometimes especially last year you see on twitter all these people talking about you know oh michael saylor is buying all the bitcoin you know there's there's not any real demand and it's like well if you zoom out one layer more of draft from that like why is michael saylor buying the bitcoin it's because people are buying his stock they want bitcoin exposure that's really there's still someone who's like you know pressing the buy button yes that is then triggering that inflow it's not like saylor is just magically you know printing all this money out of thin air even like the stock issuance he does that then buys bitcoin someone is buying that stock which is really you know in a world without michael saylor i think that money would have eventually found its way to crypto um but he's created a way for people to buy it that for for whatever reason like the idea of maybe getting some extra you know beta on this like bond trade that we talked about or maybe they just can't buy spot or ets for some reason like there are certain asset managers that can only trade underlying stocks and so a hacky way to buy bitcoin is or or yeast is to just buy one of the treasury companies right yeah and then to answer your question about the medic or the mimesis you know of other companies doing this i think it probably works less well as you go down the list of assets um and the same reason that like you know a small micro cap stock can't really issue that much debt um you know it's like people want to buy Apple bonds or Goldman Sachs bonds, they don't really want to buy the small to mid cap.

56:55Well, HIMSS is maybe sufficiently large. That's not a potshot at HIMSS, but that sort of comes to mind. But yeah, like three years ago, they wouldn't have wanted to buy HIMSS bonds as an example. Taking a step back and reminding listeners that none of this is financial advice, as I'm sure they know what is your your view on the state of the crypto markets today like where does it feel like we are in the cycle there hasn't really been any sort of euphoria this cycle um you know in prior cycles there was this there are points where it got super super crazy i think maybe the craziest this cycle got was some of them some of the meme coin stuff on on solana but even then that didn't get really that crazy that was it was more of like um it was more of like a new version of like betting or gambling almost because like with a small exception there's a few that that did actually persist most of these you know traded way up and then traded way down versus in prior crypto cycles you had assets that for years traded really like way way up maybe that's like too many people got burned last cycle maybe it's that like more money is flowing into like sports betting and prediction markets and stuff um maybe it's just that we've kind of been through like this like rolling consumer recession kind of thing in the u.s where like the vibes are bad like the kylos gammon thing like i think that's real like if you look at the Michigan consumer sentiment it's been kind of negative recently maybe that's why retail hasn't come in but then i think on the flip side you know you do have a lot more a lot more institutional inflows and you know people that they're just kind of fairly long-term investors that you know buy bitcoin and kind of just hold it and sit on it as a small percentage of their portfolio, but their portfolio is very large.

58:38So it ends up making for a good amount of, of net inflows. Yeah. I think you, you kind of combine those things. It sort of feels like you look at prices today. I don't know. It doesn't really feel like anything's like crazy expensive or crazy undervalued. It kind of just feels like we're in this, like, you know, interregnum period or, you know, purgatory or whatever. And I, I think, I tend to be pretty bullish. There's a lot of fundamental catalysts coming over the next couple months. You have the next East Hard Fork upgrade, which I think is positive because if they ship it, that'll be two in a single year, which means they'll revert it to a faster shipping cadence.

59:24You have the Clarity Act, which I think will be a huge deal because it basically legalizes. It's already legal, but it makes it official that it's legal. you know the kind of overall crypto market structure in the united states and then and i think that'll be big for for kind of more institutional inflows and then you have kind of some macro positivity with you know continued rate cuts and the fed ending ending quantitative tightening which sort of if you look if you look at alts they tend to really not do very well when the fed is still tightening and and then you have the government shutdown which i think you know hopefully gets resolved for the next week or two yes and i don't really have the mechanism why but crypto historically has underperformed in government shutdowns for whatever reason it's kind of ironic but yeah it is um uh maybe it's maybe it just goes back to like the vibes thing um where people are just like not bullish because they just feel like stuff is broken or something i don't know yeah you're not you're not in the mood to take new risk in that in that way for whatever reason maybe i sort of remember covering this in the founders fund series that we published and the generalists that you guys made a pretty remarkable and prescient investment into Bitcoin and ETH primarily in sort of the summer of 2023 when, you know, I think the first buys were somewhere around like 30K for Bitcoin.

1:00:42And I remember hearing, I think that you guys had basically exited the Bitcoin position, but we're maybe still holding ETH. What is your sort of model for ETH and what needs to happen and why it's maybe still worth hanging on to, you know, given that you've maybe made a different call with Bitcoin. I think the high level logic there is basically that, you know, ETH tends to kind of run and outperform kind of later in the cycle, often, you know, often after Bitcoin has topped, you've got people sort of rotate into it. And then, you know, I think, and so i think that's that's sort of part of it and then i think part of it is that you know it's sort of got the narrative got kind of so oversold especially like during april where you know there's kind of this narrative that like solana is everything and it's just going away and yeah it was a real real bummer vibe on on x yeah exactly and and you know the ethereum foundation can't ship and all this stuff and i think you know sort of the the new leadership at the EF seems pretty strong.

1:01:51They do look like they're going to ship this upcoming hard fork in early December. And so I think sort of holding onto the ETH is more kind of like, I think there's probably some mean reversion and repricing that will take place. Because also, if you look at kind of fundamental usage, it's still the number one platform for stablecoins. Polymarkets on Polyon and Ethereum layer two, or investors in this other company called LIDR, which is you know one one of the you know top couple you know perpetuals decentralized exchanges they're also an ethereum layer two and i think they've proven that you can actually get a really smooth onboarding experience as as an eth layer two it's pretty easy to deposit and withdraw funds like i do some of my own trading there now at this at this point um and so yeah i think i think sort of like kind of got way oversold and became very contrarian this this spring and i think there's probably, there's probably some room to go on ETH is sort of my mental model alongside, you know, these catalysts, like the Clarity Act, where, you know, basically clarifying that DeFi is legal.

1:02:54ETH is like the number one beneficiary of that. And so similar to kind of all the media you saw around stable coins in the summer. I think the same thing happens around the Clarity Act, you know, whenever that passes over the next couple months. We've talked around, you know, talked about some of these regulatory changes that have been made under the Trump administration. and how much hostility there was under the Biden administration. You shared, I think you'll have to remind me where you were on stage. Maybe it was ETH Denver talking about some of the pieces of Operation Chokepoint that you sort of got to see, maybe not firsthand, but heard from folks that went through it firsthand.

1:03:33Yeah, I'd be curious to hear that story. And maybe a few months later if folks came out of the woodwork after you gave that speech and shared that and maybe even more of those sort of horror stories came to light? On the Operation Choke Point stuff, you know, where you basically have, you know, had all the banks kind of cracking down on crypto, people have definitely shared that more. I think after that talk, I made a tweet about it where I was like, you know, retweet this if you had a bank account shut down as a result of being in crypto is kind of one of the more viral tweets I've had. And the Trump admin has definitely kind of reversed all that stuff.

1:04:16A lot of the banks that wouldn't bank me or some of them have reached out now offering me to join their private wealth management. I've ignored all those because... You didn't want me back in the day. Yeah, it's like... So I think that stuff seems to have gotten fixed. I think the other thing is just that's been even a bigger deal has been kind of all the all the regulatory stuff like, you know, under the under the Biden admin, there was this thing, you know, the SEC, which was infuriating, you know, they would say come in and talk to us. But, you know, probably like 95 % of the founders I know who tried to get a meeting, you know, they wouldn't meet with them.

1:04:58And then the very few that did get a meeting, you know, the SEC would kind of just listen. and then usually later use anything they said against them in some BS lawsuit. I think the most absurd thing I remember under the Biden admin for crypto was that the SEC actually tried to take the position at one point that stablecoins were a security. Even though if you buy USDC, you can't really make money. It's pegged to a dollar. That's the entire point. um and and you know the there are some like very obscure legal arguments you can use to say that it is but like everybody knows it's not like in practice it's not it's like trying to say the sky is is you know green or something it's just like it doesn't have any real logic to it but yeah so i think the trump admin is basically fixed you know essentially all that stuff the new sec chair seems really good um the new you know person that they're hopefully getting confirmed soon for the CFTC seems really positive.

1:06:02So I think that's taken a complete 180. Taking clarity as red, let's say, what are the sort of other pieces that maybe feel like they're still missing or you would still like to see further action on? I think the other area that probably doesn't get into the Clarity Act that I think would be good is you know there's kind of these like regulatory exemptions for like spot exchanges that are decentralized like uniswap and things like that it's kind of unclear whether they're going to exempt and probably not you know things like decentralized perpetual exchanges you know things like hyperliquid and and lighter and stuff like that um you know the same thing for for prediction markets um like anyone in financial markets you know would would clearly tell you that a global liquidity book is just going to be far more liquid and better than you know where poly markets currently happen to end up which is which is you have you know u.s exchange um and then you have kind of the offshore one um i think a much better like long term you know i think over many years regulatory structure would be sort of like what um hester pierce kind of proposed the SEC back in the day, which is she had this idea that it's like, DeFi should exist, you should be able to trade on it, it should be legal, it should not be illegal.

1:07:29But the one negative of trading on DeFi is that you don't get the regulatory protections if you trade on a regulated platform. And then if you want those regulatory protections, you can build a regulated thing on top of it. And so I think if you look five, 10 years, the ideal way that something like Polymarket should work is you have the core platform, decentralized smart contracts based, the liquidity book is completely global. And then in the US, you can also trade on that if you want. But there's also like a thing on top that feeds directly into the same liquidity pool. And that, you know, has kind of the regular regulatory licenses.

1:08:04If you're, you know, Citadel and you want to bet, you know,$100 million on some, you know, Fed action or something. Yes. That's probably what you use because you want the full regulated financial system. but you still get the same share of liquidity. Like that's, yeah, that's sort of for like over a five to 10 year horizon. That's the way I hope this stuff goes. Versus right now, you know, kind of feels like we're trying to, you know, the market structure of having these things be separate doesn't really make sense. And like, it's very clear that the smart contract based way of doing it is superior.

1:08:37And so it's just like a matter of time and who knows how long that takes. But that's sort of the one thing that I think probably doesn't get done in this admin. I think there's probably people in the admin who do want it to happen, but it's more like, you know, with Congress, you got to be practical and get what you can get done versus trying to, you know, get everything all at once. Yes. Well, before we maybe go into a wrap up question, one final thing that I was curious to hear about is maybe how your investing lens has changed since joining Founders Fund. And, you know, obviously, when I sort of looked back at your Medium post announcing that you were going to Founders Fund, you talked about how prescient Peter had been in sort of predicting the contours of cryptocurrency back in the late 90s.

1:09:26And, you know, the value of being part of a really high quality generalist investing team and how that can influence your thinking positively. So after, I guess, a couple of years of this or maybe longer. Yeah. How has that maybe changed the way you think about your work? A bunch of different ways. You know, I think one of the, you know, one of the things when I first joined Founders Fund is there's like a, I forget who, someone on the investment team sent me a link and it's all the historical, you know, annual meeting talks Peter's given. And I kind of just flipped through all the slides of them.

1:09:59and you know one of them is this thing where there's a slide and it's like Michael Jordan and it's a slide of him as when he was playing baseball um and then there's another slide you know right after where he's playing basketball and and I forget what the slide said but it's something like you know down to market fit is is probably like the number one thing um you know incredibly important you know Michael Jordan was not a very good baseball player but world class at basketball that's that's something I think a lot about um you know it's founders fund in the name it's about backing the best founders but then i think there's this other aspect of like is this the right founder for for a different market and product that they're building and then i think the other really interesting thing is there was another slide like this um i've heard peter talk about this sense as well it's like this this notion that really great founders they're not like this like you know checklist in fact they're really really great at some things and really really bad other things um and i think that's probably true for for greatness writ large.

1:11:01And that's a really interesting thing. So then, then it sort of forces the question when you think about investing. Um, I think one of the things, you know, that we do well at Founders Fund is try to zero in on like, what are the most important one or two questions for whether this will work? And then also, you know, how do those tie into who the founder is and what they spike at and, and, you know, what they're bad at. Um, and that's, that's probably one, one area. And then I think the other thing, you know, that has kind of affected the way i invest is just looking at things from the lens of like if you read like zero to one peter talks about this a lot but it's like you know people really underestimate the power law and then there's kind of this notion that that like getting to scale matter matters a lot um and you know i think i think if you look at that like one way to apply it to crypto that i've kind of applied it to is if you look at things like polymarket as one example uh we you know we doubled down again and then you know early earlier this summer um and some of these i know thought that that was like a too expensive price you know and then they raised a way way higher price you know a few months later because their traction 4x and i think it just comes from like people tend to really underestimate the power law and how there's many cases where something that um you know feels expensive actually isn't or something that feels not expensive is actually incredibly expensive and i guess the last thing on this question um you know our our growth team recently kind of did this analysis of like if you look at companies and how long it took them to get from of the ones that made it how long it took them to go from like you know 10 billion to 100 billion market cap and then 100 billion to a trillion it's actually faster for for the larger scale um within tech which is kind of surprising now of course the hard part is making sure you're in those companies as opposed to the ones that failed, which makes being really selective really important.

1:13:00But I think those sorts of lenses are, some of them are things I thought about but hadn't realized how important they were prior to being at Founders Fund. And then some of them are just, the growth one is kind of counterintuitive, but empirically true. What a thoughtful answer. I'm going to be mulling that one over for a while, I think. Well, as a final question, I always like to ask guests, if you had the power to assign a book to everyone on earth to read and understand, what is the book you'd want to assign people? I think one book that's really good is there's this book about the history of hedge funds.

1:13:41A lot of people listening to this have probably heard of the power law and the venture side, which I actually haven't read. But the same author wrote this book called More Money Than God. And it's a lot of history of financial markets and of hedge fund investing and trading. and it's probably the um probably the most interesting investing book i've ever read maybe alongside like soros the alchemy of money um or finance or whatever the title is um because both of them provide like a really insightful window into how like really great investors thought about the investments they were making at the time that they made them um versus i think a lot of them a lot of investing books talk about you know oh we did this this and this and it was so great and all this stuff versus these books kind of walk you through like the trades and investments at the time, you know, nothing's ever as certain as it sounds in hindsight.

1:14:35But you can see like how people think. And there's a lot of interesting stuff that I picked up from those books. That is a great recommendation. I have read The Power Law, but I have not read More Money Than Got. So that's a good prompt. Joey, thank you so, so much for taking this time. I really enjoyed it. Yeah, me too. Thanks for having me. That's it. Thank you for listening to this episode of The Generalist Podcast. Please subscribe on Apple Podcasts, Spotify, or your preferred podcast app. Ratings and reviews help others discover these discussions, so if you enjoyed the conversation, I'd be grateful if you could take a moment to leave one.

1:15:13For all past episodes and more, visit us at thegeneralist.substack.com. See you next time as we continue to explore the future. Thank you.

From the publisher

Prediction markets are no longer a fringe curiosity. They are becoming one of the most revealing instruments in modern finance. Platforms like Polymarket, once a niche corner of crypto, now regularly clear billions in monthly volume as traders speculate on everything from political outcomes to sports to cultural events. Few people saw this future as early, or as clearly, as Joey Krug.


A decade before prediction markets went mainstream, Joey dropped out of college to co-found Augur, the first decentralized prediction market protocol. He later became one of the most influential investors in the category by backing Polymarket at Founders Fund. In this conversation, Joey shares why the moment for prediction markets has finally arrived, what has changed, and how these markets are reshaping information flows across society.


We explore:

  • The experimental mindset that led Joey from horse-racing predictions to mining bitcoin in high school
  • Why Augur was the right idea at the wrong moment, and what it taught Joey about timing and infrastructure
  • The product, liquidity, and founder-market fit signals that persuaded Founders Fund to back Polymarket
  • Why resolution is the hardest problem in prediction markets, and how Polymarket approaches it
  • How crypto treasury companies are emerging as a major force and where ETFs fit in
  • Why mimetic behavior drives entire sectors and how savvy investors read those waves
  • The rise and fall of Operation Choke Point and its impact on crypto
  • How Founders Fund reframed Joey’s approach to evaluating founders, markets, and structural shifts

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Thank you to the partners who make this possible

Guru: The AI source of truth for work.

Auth0: Secure access for everyone. But not just anyone.

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Transcript: https://www.generalist.com/p/joey-krug-on-prediction-markets

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Timestamps

(00:00) Intro

(04:10) How Joey began making predictions with horse racing

(08:00) Why Joey began coding with Applesoft BASIC

(09:32) How Joey first discovered crypto

(11:06) Why Joey dropped out of school to pursue crypto

(12:52) The origins of Joey’s interest in medical school

(16:15) How Joey spends nights and weekends splitting time between biotech and trading

(17:18) The early influences behind Augur’s creation

(19:40) Why prediction markets captivated early crypto thinkers

(23:26) The unlock crypto created for prediction markets

(29:22) How Polymarket began and why Joey decided to back it

(32:11) What made Polymarket the right team

(35:25) The FBI raid and how Shane responded

(38:20) Why Joey expected Polymarket’s volume to hold after the election

(40:20) The trend toward duopolies in financial markets

(42:37) What sets Polymarket’s product design apart

(45:25) How to keep prediction markets clear and unambiguous

(48:31) The rise of crypto treasury companies and FF’s work with BitMine

(51:26) The value of crypto treasuries and the role of ETFs

(54:33) The mimetic rise of crypto treasury companies

(57:03) Joey’s take on where the crypto market stands now

(1:00:23) Why Founders Fund is bullish on ETH

(1:03:03) Operation Choke Point, regulatory whiplash, and the end of the crypto crackdown

(1:06:04) Where the Clarity Act falls short

(1:08:56) How Joey’s thinking has evolved since joining Founders Fund

(1:13:21) Final meditations

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Follow Joey Krug

LinkedIn: https://www.linkedin.com/in/joeykrug

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Resources and episode mentions: https://www.generalist.com/p/joey-krug-on-prediction-markets⁠

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Production and marketing by penname.co. For inquiries about sponsoring the podcast, email jordan@penname.co.

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