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Matt Huang

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Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1010.476

If you visualize back in 2012, every U.S. venture capitalist and company was trying to go to China. China was entering Hollywood. It was very much a globalization at the forefront. And I thought maybe that's where I should spend time. I took vacation from Twitter. So this was like a week-long vacation. I had some mutual friends with folks who were VCs or tech people in China.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1035.277

And so they helped me set up a bunch of meetings. And so I land in Beijing. And I had been there before. The summer before MIT, I went to do some language learning. But even in just that time, which was basically six years, the whole city was transformed. Like you land and it's a massive, massive city, very gray.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1055.17

But I just remember feeling the energy on the ground of this is a culture that feels like it's experiencing hyper growth. Whereas Silicon Valley at the time, there's like a lot of enthusiasm about startups. But even then the culture was a little, in some ways, complacent. And so that was very inspiring. And so I went from meeting to meeting,

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1077.802

not expecting to make any investments, but just trying to learn. And I'm at the Dropbox of China and the X and Y of China. And I remember rolling up to the ByteDance, this apartment complex split across two apartments. I had a translator with me. We go up the elevator and very unassuming wood floors. I get pulled into like a little kitchen and

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1101.881

where you imagine like a really old refrigerator looks like it'd be dirty inside and a very simple Ikea-like kitchen table with some stools. And I'm sitting there with the translator and the founder of ByteDance, Yiming. One thing that's really interesting, we have a mutual friend, Graham Duncan, who talks about interviewing and referencing and kind of observing people.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1125.638

And Reflection is a very unique experience where he would say something and I wouldn't really understand what he was saying. And then the translator would translate and I could understand. But while he was talking, I could just internalize all of the nonverbal. Yeah.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1141.005

I remember having this very deep sense of this is an extremely competent, obsessed person that is also somehow balanced and not crazy and going to blow himself up, but also extremely aggressive and take over the world. I think that's a rare mix to find. I also hated the idea, which was a personal news. This was pre-TikTok Douyin, so pre-video.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1165.344

And their primary business and what built the company was a personalized news app. And I just remember that being an idea that basically hadn't worked in the U.S. Lots of people tried it. I have like a post hoc understanding now of why it worked in China. But at the time, I hated the idea.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1180.907

But I came out of that meeting feeling like, holy crap, I got to figure out some way to get behind this person.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1196.138

We left the trip and I chatted with a handful of other folks who were mutual friends with the investor who set us up. And the takeaway I had from the trip was that's the one. And so then that group basically begged the existing VC to figure out some way to let us in. They were really kind. What was the valuation that you invested in? There was a mix of shares, but $20 million and $30 million.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1234.744

I think at that point in my life, he might have been the most, and you must experience this a lot, the most impressive single person I'd ever spent physical time with. Would read about a lot of impressive people. And that was very inspiring and kind of addictive now as a venture investor. You basically get to do that all day.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1272.625

He had a very, very high clarity on what he was trying to build and why. I was recently rereading Elon's 2006 Tesla master plan. And if you read that document, there's just a tremendous amount of clarity on what the business strategy is. And Yiming had that for this personalized news idea. And personalized news undersells it.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1296.258

I think he saw it as what it ultimately became, which is the global marketplace for attention and media. Like, could we get in front of you the most relevant thing that you're going to want to see at any given point in time instantly? Pre-algorithm, maybe you use social. Pre-social, you use newspaper editors to do that. But this was sort of the HFT version. of the media marketplace.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1325.869

And he saw that back then. It took me longer to like fully grok it. But yeah, the clarity and the aggressive ambition. I think from day one, he was very focused on building an international business, which at that time, every Chinese company was a Chinese business, even Tencent, Alibaba. And so the audacity to even believe that you can do that

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1393.78

I have held most of it. Well, it's a weird thing where it was mostly e-liquid most of the way. So, I mean, in contrast to crypto, it's a lot easier. And I think by the time there were robust secondary markets and it was possible to sell, I wasn't comparing it to the basis. It's sort of comparing it to its future potential.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1418.706

And at those points in time, it was always this could be on track to be the biggest company in China. As an investor, it definitely messes with your head, though, in the sense that, I mean, it's probably the best investment I'll ever be a part of.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1433.389

I don't have the full adjusted for dilution math in my head, but secondary today is trading around $200 to $300 billion. The simple math is that's a 10,000x. Let's say it's a 5,000x. Pretty good. If a U.S. company had those numbers, it'd be worth $1 or $2 trillion. So it'd be worth another 10x.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1458.462

It is weird. Yeah, I find I'm increasingly zen about it, but let's not pretend that it was some great act of skill. I think I had some intuitions and it was a good investment, but like a lot of early stage investing, it's saying yes once.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1491.396

Yeah, I would say all of them except for crypto ones. Of course, yeah. And I think there, you know, there's the analog of the energy signature of the community or the meme or, yeah.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1510.942

For some reason, I don't track this.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1513.484

Yeah, exactly. If I had to guess, it would be ByteDance, Bitcoin, Ethereum. And these are personal or including the fund? Both. One I deserve no credit for is Uniswap, which we talk about more. And then there's some normal tech ones like Instacart, for example, as part of the seed round.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1548.877

So I was sitting at Twitter one day and a random email appeared in my inbox, which was a recruiter reaching out about an opening at Sequoia. And I had no actually ambition or intention to become an investor or venture capitalist. So I actually initially thought the email was a spam mistake. Why would they send that to me? Wouldn't they be looking at

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1572.66

I don't know who feeds into, yeah, exactly, an investor or maybe like a banker or something that might feed into the investment world. I didn't have real understanding at the time of the varied backgrounds that end up in the space. But I was intrigued and ended up taking the call with Pat Grady, who I think you know. As he was telling me about Sequoia, I just started to get very interested in it.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1597.214

And I met more and more of the team and I still think it's one of the highest quality teams and cultures on the planet. Again, I was interested in investing, but I wasn't sure whether I wanted to do it. But I decided to join almost purely based on the strength of the team.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1623.007

It was definitely profound. I'd say the biggest thing is probably exposure to high standards. It's probably the highest standard place I've ever experienced, inclusive of startups that I'm involved in and inclusive of Paradigm, their ability to maintain extremely high standards. I think it helps to have the legendary history of Apple and Google and Cisco.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1648.801

It's an impressive wall when you walk in there. Yeah. The logo wall. The posters and the S1s, the absurd statistic of 20% of the NASDAQ. So I think that helps. And when your track record includes those things, even something that would seem like a great success to anyone else would be small ball.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1669.966

So there were many days when there were multi-hundred million dollar outcomes that would be kind of viewed as a mediocre success. I remember day two of me joining was the WhatsApp acquisition getting announced. And there was this very awkward champagne celebration in the lobby. They called everyone out there. There are all these glasses. Everyone raises a glass. Nobody drinks.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1692.802

And everyone, five minutes later, goes back to their desk to work. So it's not a culture that celebrates often. But yeah, I think high standards is not just on the company or investment level, but on individuals, taste in individuals, standards for yourself. They aim to operate at such a high level that I think Tyler Cowen has a

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1716.081

blog posts on this of like one of the free lunches is raising the ambitions of the people around you. I do think cultures of high standards are this version of putting surplus out in the world. If you expose someone to that, you can permanently alter their standards for everything.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1742.847

I mean, that question is somewhat framed in kind of the negative version of it, which is you're doing poorly, you need to do better. There's also another version, which is the positive flip of that, of you're awesome, we believe in you. And I would say Sequoia, Doug Leone in particular, was a big impact on me.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1762.245

I think the first investment I sourced and brought to the firm and we ended up choosing to invest was when I worked on with him. And in that process, one, just getting to observe him work with that team, but then have him validate the opinions that I was having about the investment and what we should do with the company was a very ambition-increasing, confidence-increasing experience.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1789.002

But a lot of the high standards are unspoken. They're the habits and rituals that you see everyone else embodying of like $100 million investment outcome. I was expecting everyone to celebrate. Instead, everyone's like, this company is kind of a waste of time. Why did we waste six years for this middling outcome? And so that just rubs off.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1820.299

In some ways, it's daunting because the bar is so high, but in some ways it's liberating because it's much easier to determine where it's not worth spending time. And I think as an investor, the temptation to good over great in terms of every level of Zoom, ways of spending your time, making an actual investment, company or founder quality is extremely great.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1842.497

And so unless you have very, very high standards, you can spin wheels for a long time chasing things that won't end up mattering.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1876.052

There's a lot of different personalities at Sequoia, but there's also a very impressive level of consistency along some key dimensions. Another takeaway back to your prior question from my time at Sequoia, which was, I think it was the first time that I realized very intuitively that there were many paths to greatness, whatever you want to call it.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1900.049

Because at Sequoia, there are many, many great people who, if you just looked at their track records or what they've accomplished, it's insanely impressive. And yet... They're very, very different styles. That was very liberating for me, the realization that I can find my own way and do it the way I want to do it. And that's actually like a flavor of thing I think is really fascinating to follow.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1924.669

Like you see it in athletes or performers of all kinds. You can sometimes read in their interviews the moment that they realized that they didn't have to follow some existing mentor or some book of orthodoxy. but that they could figure it out themselves. And that ultimately being the catalyst for the greatness.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

1977.86

So I first encountered Bitcoin right when it launched. in 2010, yeah, the white paper. I was in college at the time, and I internalized it as just like a really beautiful idea. It sort of hits the intersection of computer science and math, economics, game theory, the kind of history of money. And it caused me to go down a bunch of rabbit holes learning about some of the tributary ideas.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2006.294

Because if you look at the citations in the Bitcoin white paper, people have been thinking about this for a long time. It references a lot of old work. So it was fascinating. And I didn't have capital at the time. And it didn't seem like an investment. It seemed like a toy. My next encounter with it was in 2013. And I think that's the first Bitcoin bubble that I participated in.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2030.756

And I think there's a deep point here about the cohort adoption of Bitcoin. You almost need to lose money or be stupid the first time. Then I find this is certainly true for me. You give up on it, maybe write it off. It's dead. And then when you see it come back, then you start to wonder because there are lots of bubbles and tulips and all this stuff.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2054.298

But the tulips did not have multiple successive bubbles over time. Beanie Babies did not have kind of a second and third and fourth cycle. It's a key point. And so there's like a time-shifted cohort adoption curve, if you think about the adoption of Bitcoin based on encountering it. So 2013 was that first cycle for me. I think I was not a professional investor.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2078.219

I was day trading on my Coinbase account, bought it at $200 or $300, it rode up to $1,000. And I've crashed back to 600 and then slowly ground down from there. Actually, right around that time is when I joined Sequoia. So this was right before that. And I remember thinking that, I mean, it was a topic I was fascinated with. And I was interviewing at Sequoia.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2101.54

They asked me to put together, part of the interview process was put together a one pager on a company you think we should invest in. And I picked Coinbase, and I think it was seven employees at the time. This was pre the A16Z investment, so just Union Square and Ribbit. And I had a strong belief that it would be an interesting space, and this was probably the best company in that space.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2123.728

But after joining and after the crash, I kind of tuned it out. Bitcoin was just an asset, and there were some companies serving it, but it wasn't clear that it was this really generative software platform. And so it wasn't until a couple of years later that I reengaged once seeing the activity happening on top of Ethereum.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2155.761

I had tuned out crypto. I still owned some Bitcoin and I still followed a couple Twitter accounts that would post the Bitcoin price every now and then. And I think for a couple of years, they stopped posting the price, or maybe I missed those messages. But as it started to pick back up, I started to see those again. Oh, there's actually signs of life in this ecosystem.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2176.807

And then I also noticed the activity happening on top of Ethereum. It wasn't just another digital asset like Bitcoin, but there were actually these projects like Augur, which was an early prediction market. I thought, okay, it's not just an asset. It's now an entrepreneurial platform. And so I started to spend time there. And Sequoia was very supportive of that.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2201.965

And we, on behalf of Sequoia, made a bunch of, I think, interesting crypto-related investments at the time. And honestly, I think what makes Sequoia great is the kind of multi-generational team that, for any given tech idea, there are 12 opinions involved. And there's this intellectual sparring to find truth. And that was just lacking in crypto.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2227.319

And so I ended up going outside the firm to find thought partners that could test my thinking and I could learn from them. And Fred was one of those people that left Coinbase at the beginning of 2017, started Angel Investing. We ended up looking at a lot of projects together. And just in that process, found both someone. The first, I'm sure you experienced this. I sat across from him.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2250.311

And started talking to him. And as soon as he started to articulate his thinking, I had a deep sense of this feels like someone I'd want to work with in some way. I don't know. Definitely wasn't thinking, let's start something. But maybe I'd try to invest in whatever next project he was going to do. And it was from there that the seed of Paradigm was born.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2285.396

First of all, I don't know about whether that's true. I do know that it was very hard for me to leave. I remember a very intuitive sense that when I got to Sequoia, experienced the culture, all the great personalities, the extreme high standards, the excellence that everyone strove for, I thought, wow, I could be here forever. This doesn't feel like a job.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2307.305

This feels like a place I could retire from. And then ultimately, I became obsessed with crypto. I mean, that's the simple answer. And I really developed a strong sense that this would be one of the most important technical economic trends over the next couple decades. And that it was very important for humanity to develop this technology from a financial freedom standpoint.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2333.235

and privacy and individual sovereignty point of view. And it was just the first thing that I really felt was a calling to try to make this happen. So from there, it was intellectually easy that this was the right call, but on relationships and personally, it was hard.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2367.995

I mean, our founding insight that both Fred and I had around Paradigm, we had a shared belief that crypto would be one of the most important technical and economic trends. We believed that to invest in crypto required being what we call crypto native. And we sought to build that. We didn't actually have a top-down plan.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2387.926

What that meant to us was making sure that we had the right group of folks who could navigate that uncertain future. Back to the legible, illegible point. I think crypto, even today, but definitely back then, is a frontier that's extremely illegible. It's hard to understand what is valuable, what will be valuable, to separate noise from signal. It's a deeply technical space.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2414.311

And we knew that hiring investors from central casting was not going to be it. We were lucky with some of our first hires that skewed us in a much more technical direction. And I think today, I would say two primary things that drive us at Paradigm. The first is we think of our mission as advancing the frontier of crypto. We care about investment returns, too.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2440.672

But we're not primarily optimizing for that. I think if we advance the frontier of crypto, make crypto work, grow the pie, get a little bit lucky, I think we'll also generate great investment returns. But it's really that first thing of this is an important set of technologies that really needs to exist. We think a lot of value will also be created.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2462.133

The second thing is that we try to build a team that embodies being builders, not just investors. Part of this is just aesthetic orientation of, I think both Fred and I liked building things and a lot of the early team do as well. And we're just oriented towards trying to figure out on the technical or product side where the frontier should be going.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2485.185

But part of it's also, we think it's one of the best ways to also invest in the space. Perhaps the analogy is somewhat like biotech where It's so technical that you really need subject matter domain experts to understand what's happening. That's not enough on its own because you have to mix that with the commercial sense too.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2506.461

But a lot has emerged from thinking of ourselves not just as an investment firm, but as a place that builds products and does research.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2525.389

When you put it like that, it sounds reckless. I mean, part of the founding idea was to create a vehicle. We didn't even think of ourselves as venture capitalists. We wanted to create a vehicle that was very flexible and could participate in the value that we saw being created in crypto and to contribute to that. And it wasn't always clear what form that would take.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2551.738

In the early days of Bitcoin, for example, there's always this question of should you invest in the Bitcoin startup or should you just buy Bitcoin directly? And I think a lot of people got caught in that. The right answer was just do both. But I think it was very important to us to be able to participate across the stack of early stage investments, currencies themselves, tokenized protocols.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2574.818

And we viewed the early fund as a barbell strategy between what we viewed as extremely high conviction crypto monetary assets and early stage startups on the other end.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2593.835

The first fund was an evergreen fund that could hold publics, privates, and everything in between. We raised $400 million, and that itself was an interesting process. Crypto was somewhat hot the prior year, and so it was on everyone's radar. This is 2018? This is 2018, yeah, early 2018.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2614.508

It was still deeply controversial, and almost everywhere we talked to had plenty of crypto skeptics at the table. But we raised $400 million, launched late 2018, and our plan was to start averaging into our highest conviction positions, which were at the time Bitcoin and Ethereum.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2639.957

Yeah, basically between $6,000 and $3,000. And Ethereum was $100. And then in the year after launch, we raised another about $300, $400. So about $700 to $800 raised total. Then we also have a venture fund that we raised in 2021 that was $2.5 billion, and we're in the midst of investing that now.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2665.374

And we raised commitments for our second venture fund about $850 million earlier this year, or I guess 2024. But not investing out of that yet. Not investing out. How about some stats on the team? There were 65 people, mostly SF, some in New York, some in D.C. The policy team is in D.C.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2686.25

And what we call the investing and research team, which is the core group of folks making investment decisions and trying to figure out the future of crypto, that's about 10 or 11%.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2709.749

Well, we were 20 people on that team in 2021. Yeah, in hindsight, I think it was too large. There are many different ways to build a successful investment team. And I think one of the most fascinating things is learning about how Lots of other people do it. I think there are teams that are very large, but I think it definitely changes the dynamic of how a group of people gets to a decision.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2735.574

I think at 10 or less, it is possible still to have a full contact mutual discussion and search for truth. The larger the room gets, the more people are self-conscious and afraid of saying something stupid or challenging someone more senior than them or whatever. So it works for us. It's an eclectic group of people. So not every person.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2760.592

In fact, I don't think there's a single person on the team who would be central casting for someone to be hired at another investment firm. For better or for worse, everyone on the team has a unique entry into thinking about the future of crypto. We have engineers, researchers, security experts.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2788.553

Very rarely would you see an Excel model. Much more commonly, a couple people might be at the whiteboard hashing out some math. You have Georgios with his three screens, 200 tabs typing code. A lot of the work that we do is really in the weeds of the protocols and mechanisms that we think will be important for crypto. And one of the reasons we spend time there is we think

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2816.86

that they're tremendous leverage points. On the open source side, the work that Georgios is doing, that code can be used across all of crypto.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2825.363

On the mechanism side, the work that Dan Robinson, Dave White, many others on the team, those mechanisms are at the heart of protocols, for example, Uniswap, that serve thousands of people, millions, hundreds of millions, billions, trillions, actually, of trading volume. all from a single mathematical formula. There's tremendous leverage in crypto in getting the mechanism right.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2848.631

And we think that will not just apply to what we've already seen, but there'll be a frontier of new ones to invent. And so a lot of the team is focused on that, where those mechanisms ultimately manifest eventually in products.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2914.079

I think the, honestly, the assets I find a lot easier because it's just a number. And I think vol is just a lot less concerning when you have clarity about the long term. If you look at the underlying vol of our belief in, say, Bitcoin or crypto broadly, there are definitely ups and downs, but it's much less amplitude than the price. I think that's comparatively easy.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2943.379

The organizational effects and the people effects are much harder. You get this actually throughout all of crypto when the easiest time to hire people in all roles at companies and at Paradigm is when crypto is hot and it's in the news.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2959.546

And if you think about the selection function there, it's also the people who may not be in it for the right reasons or may not truly believe in crypto on a 10-year horizon, but It's the hot thing today. And so that's created a lot of thrash in times of fall.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2975.114

And so more and more, we were always a bit oriented this way, but much more today, we're very focused on zeroing in on people who truly get it and are in it for the long term.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

2998.979

When it was, was definitely in the aftermath of 22, 23.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3011.917

On the public assets side, our mindset is point to point. So we're less focused on the interim ball. So a lot of our focus was on this is clearly going to impact the entire private portfolio in runway for those companies' ability to fundraise, employee morale. revenue, et cetera. So a lot of our focus is triaging to make sure that the rest of these companies in crypto would survive.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3043.131

And then we had a healthy amount of reflection about the 21 era because broadly throughout crypto and also tech, it was kind of a very abnormal time. And so the waking up basically in 22, 23, a lot of the decisions we made in 21 were ill fit for what we thought the next five, 10 years would look like.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3077.165

I think the trade-off of having a deeply technical, very building and research-oriented team is that we inherently have strong opinions about technical futures. And if you think about maybe the idealized version of an investor would be much more agnostic. That's a conscious trade-off that we always have to navigate.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3100.516

But I think a fair critique of paradigm would be sometimes they're too wedded to their technical views.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3109.634

Most visibly wrong is probably us investing in FTX. I actually don't know the right takeaway on SPF. Were there yellow flags? He was a unique and different shaped person, but a lot of the best founders are. And the other thing is like we did identify the core issue that ultimately ended up being the problem, which is sort of the related party nature of the market maker and the exchange.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3137.213

We actually drilled into that in our diligence and were ultimately lied to. So I think venture is very hard when founder is willing to do that because so much of the ecosystem depends on trust and it's hard to go diligence the lie. And we had no reason to think he was lying.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3159.709

Yeah, probably in the like immediate days after where we still didn't fully know what was happening.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3183.686

I think there's probably an inverse correlation between how legible a space is, how understandable it is to others, and prospective returns. Because almost definitionally, the more well understood it is, the more priced in, so to speak, everything should be.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3202.728

Silicon Valley is an interesting case study because I think it's always kind of the frontier, but in some ways, the ecosystem of Silicon Valley has become very legible too. What used to be bespoke is a bit more factory farming today. And I think maybe the frontier of AI currently remains very illegible and a super interesting space for builders and investors.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3226.841

Software as a service is no longer illegible. Maybe the phenomenon of Tiger and Kotu and everyone else pricing SaaS multiples to perfection is just the expected outcome. And I think the legibility has very strong gravity. Or put another way, I think to make things legible inevitably reduces the accuracy. So there's this idea, the idea of the map versus the territory.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3254.788

We come up with legible explanations of things to better understand them, to better communicate and transmit ideas to other people. But they're always approximations of the fully textured version of the reality. I think there's often a temptation. I see this, especially in crypto to like make it legible too quickly. I think there's a lot of value in tolerating the eligibility.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3280.528

So for example, a lot of people are wondering like, what's the crypto use case. First of all, I think we can get to that, but money and finance are the obvious ones, but a lot of people are wondering, okay, what's after that. And I think there is this temptation of this term web three, for example,

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3296.773

which I think is useful in the sense that it is an analogy that helps tech people understand what might be happening with crypto. But it also introduces a lot of incorrect comparisons too.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3309.097

And so if you're trying to build in crypto and you take the legible meme too seriously, then you might actually build something very wrong because you're misunderstanding the underlying complexity of what's possible.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3365.132

Totally. And maybe the modern version of that is seeing like a meme. The ecosystem selects for memes that are very simple because simple memes can gather a lot of power and energy.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3379.421

and spread and you see this basically on the current topic on twitter every day is people fighting over higher dimensional versions of memes and the memes causing people to misunderstand what everyone is saying but without the meme you don't actually get the discussion the discussion there it's not clear exactly what to do but the same thing happens in the investing world

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3402.628

Peter Thiel has this hate of buzzwords. As soon as there's a buzzword for an ecosystem, run away. Moritz has this great look for the interesting complected bird. Don't look for the flock. I think they're all getting at this idea of the outliers are going to be unique. And if you're investing by meme, you're kind of losing all the underlying texture and complexity.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3458.473

I think some of the most foundational platforms where generative outlier outcomes can happen like that are the most illegible at the beginning. I think the internet was an example of this. Everyone today, I think, takes for granted how obvious the internet is. But if you think about even just the idea of Google, the pitch for Google was this helps you search the internet.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3483.865

But like, what is the internet for? Well, Google is like this use case of the internet. There's a circular reference there. And it just turned out that over time, more and more stuff ended up on the internet and became really useful.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3505.517

So I think of crypto as this very low-level change in how humans coordinate. What does low-level mean? Low-level in the sense of a very basic building block. I see. A change at the bottom of the foundation of the building. And throughout history, we always coordinate through institutions that are centralized. Companies, governments, monetary systems.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3530.451

And crypto enables us to do it in a decentralized way. I think it turns out that the most valuable application of that is money. And I think crypto is progressing in three rough stages. First, as money. Second, as a financial system. And third, as a kind of internet platform. And I think it's coming into focus most on the first two, useful as money, useful as a financial system.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3556.978

I think the internet platform is probably the most illegible at the moment. But I think on the money side, Bitcoin is the most valuable startup created in the last 15 years. Except most people don't think of it as a startup because it's competing in a highly unconventional market, the market for money. It doesn't have a conventional corporate structure or a team or a CEO.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3580.03

But I think if you step back and think about that, I think it's kind of remarkable that that even happened in a completely new industrial organization. Like Satoshi dropped a nine-page white paper, wrote some initial code, and then the whole ecosystem grew up. around it. It's not just the most valuable startup.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3600.779

I think if you told us at the startup paradigm 2018 that nation states would be talking and actually adopting Bitcoin. In treasury. We would have thought you were crazy. We thought it was possible someday, maybe 10, 15 years. So honestly, I've been very surprised by growing legitimacy of Bitcoin as a monetary asset. And it's not just at the government level, it's at the institutional level.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3628.495

I think in 2017, Larry Fink called Bitcoin an index of money laundering. And now he's on CNBC once a month talking about how it's the future and it's digital gold. Jerome Powell at a conference the other month, I think was asked whether they would ever adopt Bitcoin or whether it's a threat to the dollar. And he said, no, it's not a threat to the dollar. It's just digital gold.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

364.229

Let's see. I would say there's a childhood chapter where probably like a lot of other people, the primary goal I had was getting into college. And in hindsight, I think that's, for a lot of reasons, very depressing and not something I want to bring up in my kids. But that was like a very primal thing in my life. Both my parents were PhDs and professors.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3653.914

Even the acknowledgement of digital gold, I think five years ago, again, was deeply contrarian. And if you think about the adoption of any new monetary asset, it is this process of building acceptance and legitimacy. Like that is the actual KPI. Price is an output of that. But the primary input is how many people actually believe that this might be possible.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3714.73

I think the idea of a money that is non-sovereign is valuable. I'm not someone who believes that crypto or Bitcoin should replace all fiat currency. I think they actually coexist quite nicely. And the rise of stable coins is a great example of that. But I think it's very useful to have an alternative. And we used to have that in the form of gold. And people adopt gold for that purpose.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3741.434

as a hedge against hyperinflation, fiscally irresponsible spending, etc. But Bitcoin is not just that. It's also something that can help individuals and families preserve wealth in some of the least safe places on Earth. You see, whether it's people escaping Ukraine or Venezuela or other nations in distress, crypto has started to play a much bigger role there.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3768.492

So I think just from a humanitarian level, it's a tool. That I think is very valuable. And gold solves some of the issue, but it's physical, heavy, inconvenient. Lots of reasons why a digital version is superior.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3790.489

I think today it's primarily a store of value or maybe more accurately a bet on a future store of value. I think over time it may find some transactional use, but I don't think that's necessary for it to be really useful and interesting.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3822.846

It has one in a way that's... exceeded what I would have predicted a handful of years ago. But I think we're still early in the degree to which that really is understood, despite some of the commentary around it. And one rough way to think about the adoption of Bitcoin is How many people around the world weighted by dollar amount believe Bitcoin is something they should own?

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3847.779

And then there's the other axis, which is like what percent of their portfolio is in Bitcoin? And I think we're getting to a point where a lot of institutions are starting to think, OK, maybe we should get off zero. Maybe it's one to two to five percent. You don't have fidelity like recommending baskets that have that weighting.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3865.245

I don't think we're going to get to or should get to people being broadly 100% Bitcoin, but I think it'll be much higher than where we are today.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

387.501

And so becoming educated was the family North Star. Directive. Yeah. And I was very lucky. They were, if you think about stereotypical Asian parenting, they were very liberal relative to what you'd imagine as the caricature. So they were very supportive later in life when I took risks and Decided not to go down that path. But anyway, that was phase one.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3897.605

I mean, one remarkable thing about stablecoins, which are, for the most part, dollar-denominated tokens that are pegged to the U.S. dollar, but they live on blockchains. And I think over the past few years, stablecoins have grown to over $200 billion on-chain. And they're starting to be used in sort of real use cases outside of crypto.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3918.803

They were originally conceived, actually, to be a way to facilitate crypto trading. It's how you on-ramp to certain exchanges abroad and got dollars in, dollars out. But now, companies like SpaceX are using stablecoins to move money around.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3934.784

And a lot of others will have this corporate treasury use case where they'll generate revenue in some country, let's say in Africa or Latin America, and want to repatriate those dollars back to the U.S. And so they'll use some local exchange to trade the local currency for stablecoins, and then they can just send those stablecoins over the wire.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3957.296

And that's ultimately a cheaper FX transaction than doing it the other way.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

3987.358

So it's a payment rail that's 24-7, global, and programmable. I think those are pretty key. I think it's amazing that we live in a world where the internet is 24-7, but payments closes over the weekend. So in some sense, this is just modernizing finance and payments in a way that we're already used to with the internet.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4009.646

And a lot of the fintech innovation has actually been product and go to market innovation on top of antiquated backends. And you can think of crypto as building a new finance backend from the ground up. I think one way to view the programmable financial system or one frame on it is as a two-sided market between assets and programs.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4035.71

So every financial activity we undertake through a traditional institution or through an app is some kind of program. There's logic that governs who pays who and what. Maybe there's an escrow or maybe there's a payment condition. Think insurance or mortgages or payroll. All of these things are payment with insurance. programming on top of it in an abstract sense.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4061.275

And all of that is possible to build on these new crypto rails. But there's a bootstrapping problem because most people don't trust the rails or use the rails. There aren't a lot of assets there. So there's this bootstrap between assets and programs. And I think what's interesting about stablecoins, we've been bootstrapping the crypto native money for a while. Bitcoin, Ethereum, Solana.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4087.742

With stablecoins, we now have a very widely used monetary asset, to your point, without any of the volatility or crypto hair. And I think for the first time, we're starting to see people build all these different ways you can program and use them.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

410.818

Phase two was probably a bit of a walk in the woods in college of naturally figuring out what's next. Phase three was building a failed startup. Phase four was learning to become an investor. And I think I'm now in phase five, which is building paradigm and figuring out my self-expression.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4102.992

And I think 10, 20, 30 years from now, it seems inevitable to me that basically all of our financial transactions will run through rails like this in some

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4121.38

I think a recent and topical example is the prediction market platforms, which are these contracts that say you deposit X dollars. And if X person wins the election and you bet on that person, you get paid. If the other person wins the election, you don't get paid. That logic is represented in a smart contract. There's a crypto-based way of resolving that event.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4146.387

And so that's an example where that wasn't possible before us.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4172.674

Well, I think a really interesting frontier, which is still super fuzzy, is the intersection of AI and crypto. In a lot of ways, like if AI is intelligence, crypto is a way of coordinating intelligences. And that's really what money is. It's a database of value, and we shift it around. That's the coordination mechanism of capitalism, say.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4196.611

And it seems to me that I have a hard time visualizing if AI agents really take off and become possible for them to primarily be transacting through traditional systems. Crypto is basically tailor-made for computer sentience to use. And I think right now a lot of people are focused on the idea of just agents paying each other or paying for things on the internet.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4221.471

But I think an interesting step further is you could think of crypto as ways to construct markets for participants to engage in. If you wanted to run some kind of auction or allocate a scarce resource through purely programmatic means, crypto is sort of made for that.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4239.38

And so I would envision a world in which AI agents are basically constructing more elaborate ways of coordinating with each other beyond just payments.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4278.427

Well, one, we have a team that is very curiosity first. Part of our process is everyone on the team can spend time looking at and investigating whatever they want. And so we have plenty of people who are super fascinated by AI. We actually spent some time going down that rabbit hole exploring it and ultimately decided that, okay, one, we're definitely interested in the intersection.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4302.688

I think right now might be some of the most interesting times in that space. But also, I think there are extreme returns to specialization. And there's also a sense in which AI is, everyone's working on it, and it's going to be fine with or without us. I think crypto is a very important technology that needs to coexist with AI. That, to your point, there aren't a lot of great champions.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4329.424

And we believe it's very important for us to work on it to make sure that it actually happens.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

438.833

It's one of those only in hindsight things. It was just the water at the time. It's funny, I reflect back on family conversations and my parents would have friends over or introduce me to folks who they worked with. And every introduction would be almost like an honorific. They would say where that person went to college.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4406.024

Yes, I think the speculation has been productive. Okay, you could debate the ratio of speculation to the utility that's been created and compare that across trends. And crypto, I think, is definitely more speculative than typical. But that's in part because assets that one can speculate on are part of the core thing that's being enabled and the core form factor.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4429.582

But yeah, within crypto, I think of speculation in two ways. One is that it's actually very core to the adoption of any new monetary asset, because to believe that other people will eventually accept some asset as money is inherently a speculative act. And OK, you can have fundamental reasons for believing that because the supply is fixed or it has certain technical features.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4456.437

But ultimately, your belief hinges on belief in others. I think that makes people uncomfortable sometimes. And I think I see a lot of people very confident that Bitcoin, for example, cannot possibly be money or gold. And I think it comes from this place of just the inherent distaste for speculation versus trying to inspect it more carefully.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4479.116

Then, yes, there's the Carlota Perez idea of speculation as a bootstrap. And I think we have seen that play out productively in crypto.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4488.149

So, for example, a lot of the stablecoin activity that's possible now, 200 billion in stablecoin assets, lots of stablecoins being used outside of crypto, whether it's cross-border payments or access to USD in countries that struggle with their local currency, corporate payments, etc. That's all enabled by the infrastructure work that was done over the last decade. two, three years.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4513.763

If you look at Ethereum L2s like Base or Solana, we have stablecoin transactions that are extremely cheap and fast now. Whereas in 2017 or 2021, those same transactions would have been $10 or $100 to send a mainnet transaction.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4532.003

So I think we're in a completely different place on the infrastructure side now, mostly invisible to the broader public, but manifesting in real applications like stablecoin payments being possible.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

459.767

So very deeply early, it was ingrained that this was something that defined the value of a person. And I think that's deeply mistaken, but was directionally what drove me at the start. Did you enjoy college? Yes, actually. How? So I went to MIT, and in hindsight, super special place.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4606.451

I don't want to come off as I don't care about the investment returns and being a good steward on behalf of LPs and stuff. But I do think the mission that animates us is making sure that crypto technology can succeed in the world. And I think if we look at the internet, the idea that we have end-to-end encrypted messaging today, WhatsApp, Signal, I think is a contingent fact.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4631.549

As in, there are many possible universes where we don't have that. It's not something that was inevitable. And it's something we possibly could lose or have been close to losing many times. And I think right now, putting the political dimension aside, there's a lot of discussion about the idea of free speech and censorship. So I think these are some of the questions of our time.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4653.899

And that's just on the side of information and transmitting information. But I think if we look at, there is no free speech without economic freedom, because you can use economic violence country to country, country to citizen, to punish speech. And I think we saw this, say, in the case of the Canadian truckers, if you remember that incident.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4674.963

And so I think economic freedom is one of these underrated frontiers where we are slowly walking our way into possible totalitarianism in how much financial control our governments have over the people. And I think everyone in the U.S. looks at China and says, that looks like a very dystopian system. Social credit score, full visibility into finances, one system.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4702.939

And I don't think they fully realize the same thing is happening in the West. So I think it's one of the more urgent problems facing freedom in the West alongside the speech issues. A common characterization, only criminals need encrypted messaging or only criminals need privacy of their financial transactions.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4724.644

I think it's increasingly clear that this is something that affects everyone and it's not singularly political. in the sense that it's not a right or a left issue. For example, I think in the aftermath of the first Trump presidency, a lot of people in the MAGA world lost bank accounts.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4741.768

Now, with the Republicans in power, a lot of people on the left are worried about people being able to access abortions and get proper health care without financial surveillance of their payments. These are issues that touch on all sides and this ultimate question of individual freedom and sovereignty.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4775.97

I think the most obvious recent example is the set of debankings that have happened. Operation Chokepoint 2.0, which Nick Carter and the crypto community has done a really good job cataloging. There was also Operation Chokepoint 1.0, which happened prior, primarily with marijuana, gambling, and other... Can you describe what those things were?

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4796.348

They're ultimately the government saying these activities are technically legal, but we don't like them. And so they apply various kinds of bureaucratic pressure onto the banking system to refuse those people as customers. And I think the law should be the law. So if some activity is illegal, then let's make it illegal.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

480.467

I actually didn't appreciate it at the time, but it's one of the highest concentrations of strange people on the planet. I think there aren't many of those centers of gravity. I think Silicon Valley is one. Crypto is one. But they're relatively rare, and I think there's a lot of generativity and interesting outlier-type activity that emerges from those types of places.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4817.004

But when activity is legal, I think it's sort of incumbent on the system to enable that legal activity to happen should it want to happen. And I think of crypto as much like we would look at the Chinese control of media as something distasteful to us in the West. And the free Internet is something that seems more moral.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4840.128

And the Internet is a very useful check on that type of totalitarian control because through VPNs or other technical techniques, people in China have access to the real Internet and can find out information should they want to. That alternate system doesn't exist yet for finances. And I think crypto is building that.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4861.901

And so at a minimum, I think it's a check on the degree of overreach of the traditional system. But I think it's also a very important alternative. I think in the long run, we also get more efficient systems, more innovation, lots of positive effects. It's not just a political defensive point, but that political dimension is a very important part of what's being built.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4910.048

Well, I'm not fully sure. I suppose I've always had somewhat of a skepticism towards authority. And so when I see authority exerting itself, it does make me wonder, is this the way we want the world to work?

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4938.901

I don't fully know, but my hypothesis would be possibly my mom or parents. That makes it sound like I have some bad relationship with them or something, but I think I intuited early on that in really small stakes, like not in a way that matters, but the trade-off between agency and authority. Now I see it on the other side as a parent.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4964.688

But yeah, and really small stakes, just the notion of navigating individual agency. And I'm sure every child, every parent ends up in some situation where the child feels like it's unfair. And maybe it probably is unfair from some objective point, but it's the parent's call. I think that can make one skeptical of any system that allows one party to coerce another.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

4988.773

I think I developed very early aesthetic and intuitive skepticism of authority and the ability to coerce. And I have a very strong one should be able to choose one's own path mindset.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5016.28

I think everyone will have different motivations, but I do think there's a shared underlying vector in this direction. I think a lot of us are working on it also just out of raw curiosity. It's just interesting. And I think you have to be really in it to fully experience this, because from afar, definitely the speculative noise is much louder.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

504.654

I also met my wife, which, again, not appreciated at the time. But now watching some of my friends navigate that post-college, I don't envy the environment people have to wade through.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5040.593

But it is just breaking down ways that humans coordinate into its most atomic constituent parts and figuring out how to enable better and better versions of that and different unique combinations. I think it's just a fascinating frontier.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5065.598

I think a lot of crypto is this new kind of security technology where it can secure different types of human coordination. And one interesting thing to look at is when people think about security, they think about preventing something bad. But security is also a huge enabler of things that are good. Countries with strong property rights do a lot better than countries with weak property rights.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5093.24

And if you look at the micro scale, And just think about something like physical retail. We have these big box stores today like Walmart that probably wouldn't have been possible without many different kinds of security innovation. For example, the idea of a cash register that tracks all of the payments and locks the drawer so that you can trust the cashier not to steal your money.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5116.996

And in a mom and pop store, that's actually a problem. And for a long time, the only people who could operate the cash register were people people in the family that ran the store, because those are the people you could trust. Or think about security cameras that watch parts of the store, allows it to be much bigger than what the cashier could look at themselves.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5137.488

Or tags and security balusters that automatically detect when you've taken something out of the store without paying for it. These are all security technology that's preventing something bad. And you could say, well, you could just make shoplifting illegal. And you can do that, but the cost of enforcement is just too high.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5156.518

So one thing that security technologies do is reduce the cost of enforcement of these things that you don't want to happen, thus enabling more GDP, more economic activity. I think of a lot of crypto as by removing the intermediary, by creating security around contract rules that you put on chain, lower the cost of enforcing these transactions that you want to be able to facilitate.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5195.851

One thing that comes to mind is there's clearly the emerging markets use case. And I think a lot has been said about that access to a great currency, whether it's USD or some other cryptocurrency, rather than your local hyperinflating. But I think it's underrated how stable coins could be useful to U.S. consumers.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5217.336

If you go on the Chase website and you look at the interest rate paid to Chase savings accounts, I think it's zero point something percent. Yeah, it's crazy. And this is with treasury rates at four or five percent. So I think the incentive for retail banks to pass along that yield somehow is broken. It's a very easy proposition to say, this is a stable coin.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

523.82

Well, the most memorable, it actually flows into next chapters. Startups are so in vogue now, but back then, 2008-ish, startups were still relatively new. Maybe if you went to Stanford, it was sort of the default thing a lot of people were focused on. But certainly at MIT, most people were the other typical tracks. finance, consulting, HFT.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5242.82

When we get stable coin regulation, there'll be much stronger controls on the asset base that can back them. It'll be very safe. It's not a fractional system. And you'll get basically the full yield. And that's, I think, a strong value proposition for everyone in America who has savings rather than letting someone else earn all the spread.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5263.646

So I think that's one where I'm excited about solving existing inefficiency. I'm probably most excited about exploring what might be newly possible. One abstract framework is this idea that permissionless platforms enable organic bottoms-up innovation. and kind of an explore function that doesn't currently exist.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5287.12

And I think YouTube is a very useful analogy where it used to be that cable companies controlled content programming and you had 50, 100 channels and some sort of editor would figure out what people want. And with YouTube, we basically explored every possible permutation.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5305.931

of human entertainment and discovered all these new verticals whether it's unboxing or watching other people eat on and on and we're probably not done we're probably still going to find new ones in the future especially as the culture changes and that same thing has not happened in the financial space There's such high fixed cost to financial exploration.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5326.381

Either you've got to start a company to list a new futures contract, you have some startup costs around it. When crypto rails are more mature, I think we will see this breadth-first search of all kinds of different financial use cases that weren't possible before.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5372.902

I would say the last five years of working crypto in the US has been fairly radicalizing on the competence of our bureaucratic institutions. And I think many different people come to this insight, I think, from different paths. I think COVID and the CDC was one example for people.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5396.003

But seeing the behavior up close is very illuminating because the Aaron Sorkin West Wing vision of government is super competent, smart, funny people with the best of intentions. And that has not been our experience thus far. And I think some of this is going to become public in hearings around the debanking and other things that have happened.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5420.553

I am very excited about the shift in sentiment on these political dimensions. I think we're likely to enter an era where regulators view this as the enabling and innovative technology that it is rather than anyone who touches it is probably a criminal.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

547.696

And I remember I had a close friend who was a year above me and told me he was dropping out to join a little startup out in San Francisco called Dropbox. And he was, I think, the sixth or seventh employee there. It broke my world model at the time.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5479.286

Everything you just articulated is fair and right. There's a lot of value in people providing services around crypto custody. And most people don't want to have to be responsible for their own key material. But I think the important thing is to have the option, the option to exit is a really important check on the system.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5499.928

And this is true in the information world too, where most people are going to use Gmail and Outlook for their email. But if you want to, you can go use ProtonMail or run your own mail server. And that option is important at the edges or in really unusual scenarios. And I think that insurance policy is just a very important thing to have in the system.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5561.98

Two things come to mind. One is that, and maybe this is trite, but my mom was a PhD in computer science at Caltech under Carver Mead, very early to what would become the parallel computing revolution, and eventually a professor at Yale and BU, and she dropped all that to raise me and my brothers. For a long time, well, I wasn't even aware that there was another option.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5589.917

And then for a long time, I was confused by that because she was at the beginning of something so interesting. But now, especially as a parent, I understand it much more. And I do think it was this ultimate act of kindness that me and my brothers tremendously benefited from.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

5607.166

And then the second, I think, is one of the kindest things anyone can do for anyone else is believe in them and to raise their future ambitions. And Doug Leone did that for me. Many other people did as well, but especially Doug. He had no need to do that, and I'll always be grateful to him for it.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

563.849

Which, given the upbringing and parents, this very strong sense of one must not only get into a great college, one must graduate and maybe even do a PhD. But to drop out seemed insane. And yeah, this was someone I deeply respected and thought was tremendously capable. It wasn't someone who like failed out of his classes or was going to go pursue acting or something way off the wall.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

589.19

It was a real moment for me because I then was obsessed with figuring out what's the chain of thought that would cause someone competent to choose that. That brought me to discovering Paul Graham's essays and Y Combinator and learning about the entire Silicon Valley ecosystem.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

618.328

Well, talk about an act of extreme leverage. Paul Graham wrote some words on a website and I think shifted the world in a dramatic way, opened up the universe to teach nerds how to build companies. Big stuff. And in a prior world where they'd be completely beholden to the MBA CEO. So I think that's just a generally interesting theme.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

644.888

But yeah, for me, it was very impactful because the meta takeaway was very much one of agency. I was in a headspace of going to MIT. My parents want me to do a Ph.D., I have to think about what I want to study and which places to apply to, like what's the thing you should do during the summer to start making research contributions towards that.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

666.986

Not even clear that's the thing I should be optimizing for. And I think one thing that was very liberating about reading PG was the sense that You don't have to ask for permission from other people because that's what all the PhD programs are. You can actually figure out what you want to do and just go do it. There's this popular meme now, like you can just go do things.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

686.535

And I think it's a platitude. I think there's deep truth to it. I found it extremely enlightening and it reshaped my worldview of what I wanted to do. I was a math major doing applied math. I had learned to make websites growing up and messed around with Photoshop. A lot of kids did that, but I didn't really learn how to code or the principles of computer science.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

709.201

Immediately at that time, I basically pivoted to a lot of the CS courses actually counted for the math major. So from there, just started to learn everything about how one would build things. And then with my roommates, started working on things that eventually led to the startup.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

728.833

We applied to YC twice. And the first time we didn't get in, I just think I remember flying out to California for the interview. And we interviewed with PG. And when he called us that evening, maybe they still do this, like it's the same day. And he's like, we love you guys. We couldn't hate your idea more. Can you come by again? Let's brainstorm.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

750.451

Let's try to figure out something for you guys to do. And we did that and still couldn't come up with something they were excited about. And then I think a week later, he released an essay, something to the effect of like why young people have bad ideas. You're inspiring. Right, exactly. So I do think we were falling down all the obvious traps of young people. You overrate your own problems.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

773.602

A lot of young people are attracted to like the problems they have in college, but college students aren't very representative of the average consumer. So anyway, from there, six months later, we had continued to build and hack on things. And eventually, the next batch, we already had a prototype with users. And it was still a terrible idea, by the way.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

792.672

But if you remember back to that period of time, this was when streaming content was coming online for the first time. So like Netflix and Hulu, this was 2010. And so we were building a TV guide website for that era. I think in hindsight, it's just not a good idea. business and very concentrated.

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Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

812.341

It's a two-sided market where one side is extremely concentrated and the other side is super lazy, low willingness to pay. Just how you draw it up. Yeah, exactly. So we went to YC and raised some angel and seed money and continued to build and eventually it just wasn't working the way we wanted. So we pursued acquisition of opportunities and ended up getting acquired by Twitter.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

837.515

And that itself was an interesting chapter. What did you learn in that M&A? In the M&A process? This was the era when they weren't acquiring the business, they were acquiring us. It was a talent acquisition. We interviewed there, Airbnb, and Palantir. Ended up choosing Twitter, probably the least well-run of the three companies.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

856.325

I would say the most important takeaway for me, I don't think there's a lot of things to learn from failure or a failed startup on a substantive level. But I think there are certain lessons. I certainly learn this now much more or experience this now much more as a parent. Some things you have to learn by experiencing them. You can read all you want. You can think that you understand them.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

877.737

But the aha doesn't really happen until you're in it. And I think the ambiguity of trying to create something new from scratch and the loneliness of the founder journey and kind of all the founder empathy stuff was probably the main takeaway. And I think that's the biggest thing that has helped me from that experience.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

906.815

Well, I knew I wanted to be in technology and building things. I was definitely not sure whether tech Silicon Valley was the ideal place to do that. That actually connects to, I toyed with the idea for a little bit of going to build something in China. Because this was 2012 now, Silicon Valley, I felt at the time was somewhat saturated. Obviously, it wasn't. But the iPhone was released in 2007.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

936.133

You had a lot of mobile apps get built. I think 2012 was the year Instacart and Snapchat were started. Those were probably the last two big consumer outcomes that were mobile first. I'm probably missing something. And that's what I was interested in. Enterprise is not really, I think it's super interesting for some people. It's not interesting for me.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

955.622

And so China felt like the place where you could have that level of compounded annual growth of the underlying space. And I thought, hey, I'm Chinese American. Maybe I'll have an advantage there. When I took the trip, I realized, no, I'm not actually Chinese. It's a very different thing. But that ended up leading me to the ByteDance investment. And we can unpack that.

Invest Like the Best with Patrick O'Shaughnessy

Matt Huang - Investing At The Frontier - [Invest Like the Best, EP.420]

979.024

But when I came back, the next time I felt like there was that underlying multi-decade potential to compound with Tailwinds was crypto.