Ep.87 — Sahil Lavingia — From Web 2.1 to Web 3

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Hi, I'm Jim O'Shaughnessy and  welcome to Infinite Loops.

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Sometimes we get caught up in what feel like  infinite loops when trying to figure things out.

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Markets go up and down, research is presented and  then refuted, and we find ourselves right back where we started.

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The goal of this podcast  is to learn how we can reset our thinking on issues that hopefully leaves us with a better  understanding as to why we think the way we think and how we might be able to change that to  avoid going in infinite loops of thought.

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We hope to offer our listeners a fresh perspective  on a variety of issues and look at them through a multifaceted lens — including history, philosophy,  art, science, linguistics, and yes, also through quantitative analysis.

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And through these  discussions help you not only become a better investor, but also become a more nuanced thinker.

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With each episode we hope to bring you along with us as we learn together.

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Thanks for joining us,  now please enjoy this episode of Infinite Loops.

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Disclaimer: Jim O'Shaughnessy is chairman and  Co-Chief Investment Officer of O'Shaughnessy Asset Management, where Jamie Catherwood is  an associate.

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All opinions expressed by Jim, Jamie and podcast guests are solely their  own opinions and do not reflect the opinions of O'Shaughnessy Asset Management.

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This  podcast is for informational purposes only, and should not be relied upon as  a basis for investment decisions.

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Clients of O'Shaughnessy Asset Management  may maintain positions in the securities discussed in this podcast.

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Jim O'Shaughnessy: Well, hello everyone.

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It's Jim O'Shaughnessy  with another episode of Infinite Loops and today, I cannot tell you how excited I am to have  Sahil Lavingia, founder and CEO of Gumroad, author of The Minimalist Entrepreneur.

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And Honestly, I said to him beforehand, so I'm going to say it to you, so you know I said it.

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I  asked him, "Sahil, are you either from the future, a Dallas sage or a Bodhisattva?

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And he was very  modest and he did hedge on the future thing, Sahil welcome.

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Sahil Lavingia: Thanks for having me, excited to be here in 2021.

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Jim O'Shaughnessy: So, aha, so I'm guessing you're probably  from maybe 2049, 2050, am I close?

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Sahil Lavingia: Yeah, let's say 2025.

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Jim O'Shaughnessy: I like that, that's even better, that's that is even better.

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Well, as I was  reading your book and reading about you, I mean, you literally personify for me the way I  see things going, we're actually doing a series on it called The Great Reshuffle and you just  got there 10 years ahead of everybody else.

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And so what I'd like you to start out with is just  telling your story.

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Because when I was reading it, it kind of reads like a novel, honestly.

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It's like  I'm working on trying to figure out this pencil icon on a Friday night, I can't figure it out.

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And so you think, boy, if I had a file for this, I could do this so easily, but you're going  to tell it so much better than I do.

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So if you tell us that beginning story. Sahil Lavingia: Totally.

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Yeah, so I started Gumroad.

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I was  fully employed at the time at Pinterest where I had joined as employee 2 and was in charge  of Pinterest for iPhone.

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So I was kind of the first designer, second engineer at Pinterest.

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I kind of took a leap of absence from USC as a freshman to join them.

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So I was still very kind  of early in my career and it was the first time I'd ever lived in the Bay Area before which as a  kid growing up in Singapore, was like shocking to me that you could walk outside and people around  would know what startups and venture capital and Y-Combinator programs like it's just amazing.

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So I would basically spend every weekend, either building something new or going to a coffee  shop and trying to meet and kind of network with other people in the industry.

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And one weekend,  one Friday night, I was at home and I had an idea for a Mac app and I basically wanted, I'll tell  you the problem.

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The problem I had was I would constantly copy paste things and I don't know if  you've ever had this, but you'd copy paste one thing.

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Then you have to go back, copy paste the  second thing, go back, go back.

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And what I wanted to do is copy paste one, two, three, copy, copy,  copy, copy.

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And then paste, paste, paste, paste.

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Yeah, I wanted to make an app that would  basically allow you to have these multiple copy paste boards, which now exists.

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But anyway, I  needed an icon, so I designed this photo realistic pencil icon, and I basically just found a bunch  of tutorials online.

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And at the end of four hours, I had this beautiful photo realistic pencil icon.

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And for whatever reason my reaction was like, man, I wish I had this thing four hours ago  like a source file or some equivalent, it would've taken me 15 minutes or 30 minutes or  something like that to figure out.

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Wait a second, like that's a lot of time, I would pay money to  save myself time.

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And so, I had the source file, I felt like, okay, if I wanted something like  this four hours ago, there must be someone else, who's like four hours later in their journey of  icon design or something like that.

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And so I tried and had a really hard time selling a single thing  on the internet, which was just kind of surprising to me because if I wanted to give it away for  free, right?

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There's like 50 places you could put on Dropbox, you can email it, you can put on  Twitter, YouTube, whatever.

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Like there's a million places you can host free stuff on the internet  and it's all kind of paid for the advertising.

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But if I wanted to sell the thing, even for a  dollar, it was like virtually impossible, which I felt was very strange because at the same time,  Instagram, YouTube, Pinterest, Reddit, Twitter, like all of these platforms were basically  bringing all of these people into the internet.

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All these people were building audiences and I  assumed would need to sell stuff quite quickly and there was no easy way to kind of do that.

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And so I pinged a friend, John from Stripe and said, "Hey, could I use this?"

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They had yet to  launch, could I use Stripe and build like this MVP basically Bitly plus a credit card form and  spent the weekend building Gumroad and ended up launching it Monday morning.

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Jim O'Shaughnessy: Okay, I just have to interject, you figured  it out over the weekend and then you launched on Monday morning. Sahil Lavingia: Yep.

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Yeah, before my day job, I guess at  Pinterest.

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So I had to launch it at like 6:00, 7:00 in the morning and it reached the top  of Hacker News and the rest is history, but yeah, and this is something I talk about  in the book, but just generally I feel very strongly about.

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Which is the best ideas you can  build in a weekend, obviously Uber, Facebook, it takes a decade to get to where they are today  but the crux of the idea, right?

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Like the Facebook wall or profile picture album or the Uber,  call a cab, I actually built the first thing, one of the first things I ever built was  an app called Taxi Law, which was an app, I grew up in Singapore, as I mentioned, was an app  that allowed you to call a cab from your phone.

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And so yeah, it took a weekend and so,  Twitter, people would joke about this, right?

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Because as Twitter was one of the first  kind of web 2.

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0 startups, it raised gobs of money and people would deride it as like, I could build  this in a weekend like, why is this worth hundreds of millions?

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Obviously the value is not on the  software, it's in the network effects, et cetera.

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But yeah, I just feel really strongly about the  fact that like a lot of ideas, you should be able to at least get a proof of concept going  in a weekend and the weekend constrain forces you to actually par down what you're building,  right?

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Because otherwise you end up spending all your time saying, oh, I need this and I need  this and we need that part.

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And many of those things you don't actually need, you want, right?

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You want them, but you don't need them.

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And so I find that the weekend kind of constraint  is just super helpful for me to say, okay, instead of thinking about, what do I need to ship?

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It's like, what can I ship in a weekend? Right?

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And I find that, that's generally enough to  kind of test the waters and get a sense from the market, cause ultimately what you really want  is like market feedback, right?

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That's ultimately what kind of leads the way to the future is just  reacting to the market and learning trial, you're learning by kind of by fire, right? Trial by fire.

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Jim O'Shaughnessy: Yeah, and we're going to get into that much  more deeply when we talk about your book, which I think is fantastic.

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But so, you built no  storefront, no complicated setup.

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You had one link you were going to, kind of Craig's list the thing  and learn from what the market, what it wanted.

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But I love this part because you did something  that I did.

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And that is you had all of these kind of principles, right?

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That you wanted  to instill in Gumroad, but then you admit, we didn't do it that way.

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We went out  and we raised a bunch of VC money.

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We want it to be first mover, which I personally,  you're going to be much more versed in this than me.

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I think it's a myth the whole first mover  thing.

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But you went the VC route, you went the All-Star team route, you wanted to ship fast  and then you learned a lot which ultimately came to your book. Tell me about that. Sahil Lavingia: Yeah.

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So I launched Gumroad that Monday morning  and had kind of basically spent the next few months still working at Pinterest and kind  of hacking on different side projects.

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And eventually just realized that I wanted to focus  on Gumroad as a company, not just as a project.

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And the reason was kind of twofold.

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One, was  that I had left college to go to Pinterest because I wanted to see if startups were  really what I wanted to do.

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And ultimately the way that I saw my career going into  school was, spend four years getting a degree, then I'd go work at Google for 10 years.

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Then I'd  work at a smaller startup and eventually like, I'd start my own thing.

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And that would  take at 35 or something like that.

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And I had this opportunity, at 18, 19 years old  to start a company and raise money from investors.

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And so, why wait 15 years to know if this is the  right thing for me if I could do it today.

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And I did give up a lot of, sort of stock options at  Pinterest to do that.

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But it felt like kind of, it's incomparable, right?

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Even being  employee 1, to being the person that is fully at fault, if things don't, like you  have to answer the phone sort of thing, right?

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Which is very appealing to me.

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And then just the learning opportunity of it, right?

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Just the amount out of learning and this is  one thing that I do think that the people on the more bootstrap side of the aisle miss.

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Is that  when you raise money and you build an amazing team, like your ability, you're learning by  osmosis, it's just so unfair.

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It's like, instead of going to school, at the best engineering  school, I can hire the best engineer from that engineering school.

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And basically learn from  them, right?.

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Every day I get to breed all this amazing code and design and learn and improve.

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And it's just absolutely awesome.

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Pretty similar to the reasons I became kind of an investor.

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But yeah, so I left Pinterest in August raised a $1.

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1 million seed round from a bunch of folks,  Max Levchin, Chris Saka, First Round, Excel, Lower Kate, I said that, Collaborative Fund, Danny  Naval from AngelList and then raised a Series A like three or four months later from Kleiner  Perkins and Mike Abbot joined the board.

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So we raised around $8 million or so in total, and  then just started hiring like crazy and did the thing that everyone does in Silicon valley, right?

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Which is used to be on traditional.

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Now, it's kind of like traditional, it's kind of the cargo call  thing to do, which is you get an office in Soma, you hire a bunch of people, primarily engineers  and designers and product people.

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You ship, you talk to customers, you sell, you market,  you do this over and over again.

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You hope that your kind of growth curve goes up into the right.

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And it did for Gumroad, like it was definitely up into the right and I felt like that was great.

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And fast forward, sort of three years later in late 2014, I started talking to investors  about the Series B, right?

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The kind of the next big round of funding.

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And I felt like, okay, the  critter economy is starting to hit its stride.

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It wasn't really what people referred  to it as, but it was starting to happen, Patreon had launched, Teachable had launched.

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And we were the first, and we went out to raise around.

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I started talking to investors  and the feedback I got from the market was you're not growing fast enough.

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Like you have  this interesting idea.

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You made a bet on this kind of this thesis that all these  people, all these creators now would join sort of the online economy and need ways to sell  without a storefront and Gumroad would kind of be the default and for many kind of reasons  that the set of assumptions that we made didn't play out the way that we thought they would.

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And so, met with hundreds of investors, which you can do when Kliner leads the A and basically  got as many nos as that, right?

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Like got no, yeses and ended up shrinking the team down to get  to profitability so that we could continue serving our customers, our creators, they were  making $2 and a half million dollars a month.

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And I didn't feel like if I sold the business to  like Patreon, Square or Medium, or some of the other businesses we were talking to that I could  convincingly say that Gumroad would be around in a year or two.

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The only way to ensure that  Gumroad could be around in a year or two, was to basically shrink the company.

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We went from  20 employees down to five, and then eventually from five down to one, just me and get to  profitable.

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And if it's profitable and I run the business, I know I can keep it around, right?

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And so that's kind of the dramatic kind of undoing of the company.

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And then I basically  ran it by myself for a couple years, kind of did the Tim Ferriss, 4-Hour Workweek, took  that book more literally than maybe he intended.

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And when I started growing back the company  again and hired amazing people like Vatsal and other folks to kind of chip in, instead of  be full-time employees of the company, kind of think about the unbundling of work per se.

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And that's how we run Gumroad today.

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We have 40 people, we're at like $11 million in annualized  revenue.

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We just raised a crowdfunding around $5 million at a $100 million pre money valuation  from the ball, Jason freed and a bunch, so 7,000 actually other individual investors.

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So yeah, I would say the old path of sort of 2011 to 2015, Gumroad was kind of like the  startup path, right?

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Just like the Blitzscaling, zero to one, that whole mental model,  right?

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And big funds and a lot of those, those things.

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And then the sort of 2016 onwards  has been kind of like first principles thinking, what does the future look like?

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I don't have a  board anymore.

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I don't have a team anymore.

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I'm literally starting from scratch in almost every  way.

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What kind of business do I want to run?

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And when I was growing Gumroad kind of as  a sort of a phoenix, I was living in Provo, Utah at the time.

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So kind of culturally like a  very, very different place from San Francisco.

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And so I felt like I was able to, it was easier for  me to kind of think from first principles without the kind of reality distortion field of society  saying, hey, no, that's not how you run a business, you need employees, you need to give  equity, you need to do things in this sort of way.

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Jim O'Shaughnessy: Yeah, Vatsal, you had a good question and I think that's right in here.

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Vatsal: Yeah, so even in the book, The Minimalist  Entrepreneur, I think it's in the introduction itself where you mentioned that when you moved  from Silicon valley to Utah, there was this shift in perspective of what success actually is.

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In  Silicon Valley, success is building a billion dollar business, having a bunch of hot-shot VCs  in your captable and that kind of stuff.

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While in Utah, it was having a happy family, a sustainable  business, going to the church, that kind of stuff.

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And I'm wondering now that we are  transitioning into a world where online communities are much more prevalent  than physical communities, and you don't really have to move your entire life to be part of a  different community, different idea.

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You can just log in to those communities from wherever you are.

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I'm thinking if the effect of online communities on how you look at world, how  you look at things and that shift in perspective, can that be as impactful and long lasting  as what a physical community does? Sahil Lavingia: Yeah.

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Yeah, I mean, I often sort of first principles basis, I  believe that, the only real constraints on what we get to build is, the kind of like  the laws of physics, right?

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Anything beyond that, that's sort of our playground as humans,  those are the bounds.

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And so I think so, right?

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I think ultimately we will get to a place  in which there is no real distinction between the metaverse and the universe, right?

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They're really the same sort of thing.

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I don't think we're there yet, right?

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And I've  actually had a great phone call with someone yesterday, whose a pseudomonas entrepreneur in  the kind of web 3.

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0, I don't know his name, know where he lives by city, that's about it.

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And he, he made some really interesting points.

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One is that you need to build a reputation  somehow, right?

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Like ultimately you need real, what we seem to call skin in the game, right?

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And that's a lot easier in the real world, right?

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I remember when I moved to Provo, Utah, a  lot of the conversations I had with people were very uncomfortable, right?

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Things about  gun control or abortion or something like that.

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And to a point where, like I knew if I had  this conversation over Zoom or on the phone, or certainly over DMs on Twitter or something like  that, I would just exit, right?

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I would just leave the conversation because I didn't have enough at  stake there.

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And I didn't really care about the other person on the other side.

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But when you're  in person, I think you're just more willing to kind of have a lot of those conversations in a  way that, it's kind of high activation energy to get into, but that also means you're more  likely to stay because it's kind of equivalent high energy to kind of leave the system, right?

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A friend of mine says, people are a lot smarter when there's the threat of being able to be  punched in the face, right?

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Like you generally carry yourself a little bit better- Vatsal: Mike Tyson said something similar like that. Sahil Lavingia: ...

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Yeah, maybe it's Mike Tyson, everyone has a  plan not to get punched in the face or something, right?

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Similar, yeah, similar thing.

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So I don't  think we're there yet.

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I'm not sort of as, as far as biology in the sense that like you  can totally do this from scratch.

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And I often think about like did the, the 17 year old Sahil,  who decided to move to California because that's where all the startups were, from Singapore,  like would I have, have done that in 2021? Right?

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I think the answer is still, yes.

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I would move somewhere in the US.

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I think that there's still so much privilege  that that living in America gets you, that I would probably still do that.

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But certainly  it's becoming less and less important, right?

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And depending on the industry, I think it's, like for  example, if you're building a B2B SaaS startup, I still think it makes a lot of sense to be in  the Bay Area or near the Bay Area because that's where so much of your customers ultimately are.

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And often it's not up to you, the future.

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It's a collective decision we all have to make together.

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So even if you want to live in the future, it's like, well cool, like this guy mentioned, I  want to be fully crypto native, but ultimately I have to pay rent, right?

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I have to live somewhere  and that means that I have to pull money out of web 3.

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0 crypto, Bitcoin, et cetera, and  like turn it into US dollars so I can, I can't buy a burger with Bitcoin yet, right?

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And so there, there is sort of like the practicality of it versus the, and I really  believe in the sort of the ends justify the means.

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I'd rather make progress than be right,  right?

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If I could go to the rooftop and say, this is the way everyone should live and be very  right about that.

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But if that means that nobody votes the way that I want them to vote and I  ultimately lose every single election and they get their way, then what's the point, right?

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Do I care more about being right?

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Or do I care about actually making positive progress?

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And  this is something I learned when I moved from San Francisco to Provo, Utah, as I realized that  even at the beginning, it wasn't really like, oh, am I right or wrong about these issues?

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It's  more like, how do we win?

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Even if the liberals are right on every single issue we clearly lost.

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So just strategically, I think we should be a little bit more open-minded  about, even if we think that the writer, whoever is on the other side is  totally wrong on every issue, they won, so we have to, if we care about progress.

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And I remember  someone telling me this about feedback and I think one of the hardest things to learn as a new CEO  is giving positive and negative critical feedback.

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And they framed it really well for me, which  is like, there's basically two reasons to give someone feedback.

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One is to make them feel bad,  right?

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And then the other is so that they improve.

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But if your goal and hopefully you're not giving  feedback for them to improve or to cut them down, you're giving them feedback because you want  them to improve.

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But ultimately you measure that, not by the quality of your feedback, you measure  it by, well, did they improve or not? right?

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Like, it doesn't matter how good your  feedback is.

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And often I'm sure everyone listening has experienced this, where  you really want to give someone feedback.

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It's the right kind of feedback you're doing it  because you really believe that they will improve if they listen to it, but they're just not open  to it at that point, right?

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And so there's also that sort of, pragmaticism there where you're  like, ultimately, what do you care most about?

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And I really care about real manifestations of  change, not just, wow, I have a bunch of really great ideas that people will retweet, right?

21:57

No, I want people to actually improve kind of the quality, the standard of living that they  have.

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And I think that's really important to me.

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Jim O'Shaughnessy: I could not agree with you more.

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I often say that action without knowledge is foolish,  but knowledge without action is futile.

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And so what you want to do is take informed action  and I'm totally on board with your assessment of, do you want to make something happen?

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Or do you want to be right?

22:25

I'm stealing a lot from Jed McKenna here, but the smartest  decision I ever made was to stop being smart.

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And I always just naturally assume  that any of my thesis or hypothesis I'm going to get the null set.

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And so it's very  easy for me to like, oh, that didn't work well, let's try something else.

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And I have found,  I work with a lot of people Vatsal's age, but older people as well in both finance and tech.

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And I'm flabbergasted by the amount of people that still want to be right.

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And I've gotten to  the point and Vatsal can definitely attest to this where I have a hard time processing that.

23:17

Okay, so you're right, I'll say you're right, you're right, okay? Now let's move on.

23:24

And they'll dig in and they'll just be on it, like a dog on a bone.

23:32

And I'm like, you're  not doing anything here except exhausting your mental and emotional energy. Sahil Lavingia: Yeah.

23:40

Jim O'Shaughnessy: Is that what you really want to do?

23:40

Sahil Lavingia: I think the answer is to many people is yes.

23:43

I do  think it's sort of like a different kind of sport that has kind of developed in a way.

23:49

Nate Friedman  from GitHub had a great quote.

23:49

He said, "Pessimist sounds smart, optimists make money." Right?

23:56

Jim O'Shaughnessy: Exactly.

24:00

Sahil Lavingia: There's definitely that sort of this  cynicism, you feel good because...

24:06

If you want to be right, you can  just go to every single startup, every single new technology and say,  it's going to fail.

24:09

You'll be right 90% of the time, that's not hard to do, but if you  want to be rich, then you have to be optimistic and right.

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You have to pick the right ones.

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And  luckily those bets are kind of asymmetric.

24:21

I think Naval also framed this really well with sort of  wealth games versus status games.

24:27

And I think until he's framed it like that, I never really  thought about that.

24:32

Because I've always been quite oriented toward wealth. I think maybe it's...

24:36

I  don't know, son of immigrants or what have you. Jim O'Shaughnessy: Sure.

24:41

Sahil Lavingia: Money is fungible. Right?

24:41

And so if I want anything else, I know I can always trade  money to get it at some [inaudible].

24:44

And so why not start with the kind of the universal currency  of the war world and kind of work from there.

24:50

But I've learned over the years that holy crap,  not everyone thinks like this.

24:56

Actually many, many people are incentivized by status. Right?

25:02

And what an amazing feeling, because that means there's so much less competition. Right?

25:10

If  everyone were truly trying to get rich, I guarantee you that these people are just as smart,  just as hardworking.

25:14

It's just that they have a totally different...

25:18

As you said, a different  set of priorities, what do they really want?

25:25

And I was reading a Michael Crichton book,  Disclosure recently, which is phenomenal.

25:28

Jim O'Shaughnessy: He's a great writer. Sahil Lavingia: Yeah.

25:30

He's like- Jim O'Shaughnessy: I love Michael Crichton. Yeah. Please continue.

25:33

Sahil Lavingia: He's so good and he had a great line in there or one of his  characters did, which was basically like, all human behavior is problem solving.

25:39

And I love  thinking about that, which is like...

25:39

Instead of saying, "Oh, this person is stupid for doing this  thing that I would never do."

25:44

Just really be like, why are they doing this then? Right?

25:51

I remember  the 2016 election, the Liberals would say, "Wow, the right is voting against their best interests.

25:57

Because they were voting for all of these things, maybe tax cuts and all these things that  they wouldn't benefit from or whatever.

26:05

And then the right would say the exact  same thing about the left and oh, well they're voting against their own interest because  they're voting for higher taxes on themselves. That's very strange.

26:11

And it's like, they're both  trying to paint the other side as more charitable, which is kind of interesting as kind  of almost like an egg.

26:16

But I realized, no they're both self interested and they're  just both terrible at realizing that.

26:21

And almost giving the other person credit, like  no, they are actually doing what they want. They're not being duped.

26:31

They know what they're  getting into, they're not going to regret this decision six months later because Russia or  Facebook or who knows what, these people are making decisions that they believe in for better  or worse.

26:41

And it's important to acknowledge that and just give them that.

26:47

I think of it as  just being respectful, right?

26:47

Like I would want them to respect the fact that I made...

26:51

I  don't know, whatever decisions I made, because I wanted to solve a problem that I truly had.

26:56

I  want to give them the same benefit of the doubt.

27:01

Jim O'Shaughnessy: Which is great.

27:01

And it made me think about a podcast I did with a friend who lives  here in Manhattan.

27:05

He's anonymous on Twitter.

27:11

He's a medical doctor, but he's an amazing  entrepreneur.

27:11

And one of my other taglines often is, "We are deterministic thinkers living  in a probabilistic world, hilarity or tragedy often ensue."

27:26

And so I got on with my first  podcast with Max, that's not his name.

27:26

And he got after me about that.

27:34

He's like, Jim, you  don't want people to be probabilistic thinkers.

27:41

You want them to be deterministic thinkers so that  you're sitting Hannibal up on your elephant and gauging all of the probabilities.

27:47

And we had  a fun exchange about it, but I really got...

27:54

I was obsessed with that thought for the rest  of the day, because I had never thought about it that way.

28:00

If people who were long-vol, which  is me, I love being long-vol.

28:00

I literally don't understand people who don't want to be  long-vol.

28:09

And yet 95% of the people want a short-vol. They want to sell vol.

28:15

And Max got  me to understand that if that didn't exist, I don't exist. You don't exist. Sahil Lavingia: Yeah.

28:25

Jim O'Shaughnessy: Bezos doesn't exist. Elon doesn't exist.

28:25

Because if it was 50/50, there's a lot of smart. Right?

28:32

And in my opinion, I put it off to  the model that they're using just isn't the right one.

28:39

Or at least from my point of  view, it's not the right one.

28:39

But like you, I came to the conclusion. Well, fuck I'm lucky.

28:45

Because if there were a bunch of people who were as risk seeking as I am and look at it as quite  normal, by the way, I wouldn't be able...

28:54

We have amazingly efficient marketplace.

29:03

Sahil Lavingia: Yeah, totally.

29:06

No, you're totally right.

29:06

I mean, I think of it kind of like simple power law distribution, right?

29:10

In that world,  the vast majority of people are kind of on the tail of the curve.

29:16

Very, very few people, the  Amazons and Teslas and Apples of the world are actually on the head.

29:22

The crazy thing is that  that head is by quantity, very small, but by kind of quality or magnitude is just getting  larger and larger and larger.

29:28

And so the world tends to operate by those people setting the rules  more and more and more.

29:33

And I think that's kind of underrated in this kind of...

29:39

The discourse is  that capitalism is a voting system, right?

29:39

It's just a new kind of voting system.

29:44

It actually has  a lot more votes than American democracy does. Right?

29:50

Every single person participates  virtually in sort of our capitalistic kind of economy.

29:54

And I think that's one of the  dissonances that we kind of have to figure out, right? What do people want? How are they voting?

29:58

And they're voting in many different ways, but yeah, you're totally right.

30:05

I'm super long-vol,  right?

30:05

I'm sort of a [inaudible] kind of person, but the vast majority of people are not right.

30:11

And I remember actually, when I first started having any sort of disposable income and savings,  the thing to do, which everyone told me to do is just put S&P 500, ETFs, Vanguard. Awesome. Right? And I did that.

30:21

And man, that was a decision. It did okay.

30:31

But in hindsight, especially for  the learning associated with it, what I should have done is like every month picked one stock and  really built my mental model of, "Can I pick the head of the curve on this power law distribution?" Right?

30:42

And I have unique knowledge specific knowledge that I've gained through experience,  that many people do not have.

30:48

I invested in Tesla, I had a $2 billion valuation because I knew who  Elon Musk was.

30:53

No sophistication as an investor, just knew his name. Why?

30:59

Because I was in tech  and I knew PayPal. Right? But those things add up.

31:07

I mean, those things are incredibly unique data  points that you have that most people don't.

31:07

And I think it's really important to be like, what are  those? What is my long-vol? Right?

31:11

Like what Peter Thiel says, right?

31:17

What's the thing you believe  that most people don't believe, right?

31:17

And make bets on that belief. Right?

31:23

Jim O'Shaughnessy: Exactly.

31:26

Sahil Lavingia: I would love if America could adopt prediction  markets for more things. Right?

31:27

I think that would be a...

31:34

I think sort of the price discovery  of the market would be very useful.

31:34

If you believe that the future is probabilistic.

31:40

Having more and  more of these prediction markets I think would be really, really helpful. And yeah.

31:48

I  remember talking to a friend and I noticed the deterministic mindset and I think  it's like human nature.

31:54

I think you have to almost fight it to some level.

31:58

Because for  example, in today's world, you can't imagine that Tesla and Amazon are not trillion dollar  companies. Right?

32:03

That's just kind of assumed.

32:08

But there's a very real kind of alternate reality  in which Tesla did not work. Amazon did not work. Right?

32:15

And some of these decisions were kind of  hairpin, just sort of decisions and outcomes.

32:22

And every startup has these stories where it's  like, "Wow, if we didn't figure this thing out, we would be dead."

32:28

But we put together the round  and now we're a massive multi-billion dollar public company, right? For four years later.

32:35

But  to the outside, it's like, of course Tesla was going to be where it was today. It's just like,  "No."

32:40

We would've had something else because I do believe the laws of physics would lead to the  electric car and all of these sorts of things.

32:50

But it might have been a totally different person,  different company or same person different...

32:54

I think it's impossible to really know sort  of unfalsifiable.

32:54

You can't AB test reality, right?

33:00

You kind of have one option and one plan et  cetera.

33:00

I remind myself of that pretty frequently.

33:08

It's so easy to say, "Oh, obviously Tesla is  the next big thing."

33:08

Or whatever, but it's not.

33:13

And even if it's an 80% likelihood chance,  just like Hillary had an 83% likelihood chance of winning the election, and everyone's  surprised that she lost, but it's like, "Well, no one said a hundred."

33:23

Jim O'Shaughnessy: Right.

33:25

Sahil Lavingia: Flip enough coins, that's not...

33:28

But people just  have this tendency to be like, there's no...

33:28

I remember with Trump, there were all these things  that were like, no one who's never received a major newspaper endorsement has become president.

33:39

No one without experience in legislative branch or military has won.

33:46

And it's like, all these things  basically saying, this hasn't happened before, so it can't happen in the future.

33:50

And it's like, have you not read a Black Swan? Have you not? 9/11?

33:54

Actually every  single event ever is new at some point, like it was the first time it had ever happened.

33:59

And things are only getting crazier and crazier and crazier because of the internet and software  and all of these trends, right?

34:04

The volatility is only going to go up over time, I believe.

34:12

And so you will have more and more...

34:12

The past almost matters less and less over time in a sense,  right?

34:20

It's like, oh, of course... Yeah.

34:20

It's like Trump didn't have any of these things, but also  no one has ever on the election with 65 million people following them on Twitter. Right?

34:30

That's  also a fact of the universe that is also new that we might want to incorporate in our model.

34:36

But we can't because there's no model. Right?

34:41

There's no real way to... Right?

34:41

It's kind of  like the point of a model, is just to know what assumptions you're making.

34:46

It's not necessarily  to rely on the model for everything that you do.

34:52

Jim O'Shaughnessy: I'm speechless because you just said virtually everything, I believe, I think prediction markets  are woefully underused.

34:56

I think that we could maximize utility in this country enormously  by having prediction markets for everything. Anyway.

35:11

So I totally agree with everything  that you've just said there, which leads me to the book. I think is fabulous.

35:17

And the  whole idea behind no meetings, no offices, this to me is the way that the future is  going to be.

35:27

You prioritize the creator, not the shareholder.

35:33

You need to be distinctive.

35:33

You need to be honest, you need to be transparent.

35:41

These are all things that we do with [inaudible].

35:41

We're an asset management firm, but so how is it being received? How are people reacting? Sahil Lavingia: Yeah.

35:51

I mean, I think generally people love  the idea of it, right?

35:51

I think definitely people want it to happen.

35:58

I think there's a  lot of people saying, I'm glad you're doing it so that you're kind of the...

36:03

You're going  into the coal mine and we'll see if you live sort of thing, Jim O'Shaughnessy: You're the Canary.

36:10

Sahil Lavingia: So there's definitely that.

36:13

And we got rid of our  office in 2015, mostly because we had to, we were running out of money, and the office was $25,000  a month in the center of San Francisco.

36:18

And that was really kind of...

36:24

Yeah, sort of forced  upon us and then realized, wow, without an office, then why do we have standard working hours?

36:29

No  one's showing up anywhere and if we don't have those, then like why don't we allow anyone to work  anywhere in the world?

36:33

And if we have that, then we certainly can't have meetings because someone's  going to be asleep.

36:37

And it kind of was like a very graduated thing.

36:42

And then obviously 2020 happened  and everyone was kind of forced to adopt some of the... And we actually...

36:48

I remember in March of  2020, literally, no changes happened at Gumroad. We had no...

36:54

Nothing, we'd already worked in this  way.

36:54

We already had no meetings, no deadlines.

36:54

We already had a bunch of part-time people all over  the world. No change whatsoever.

37:01

And that was one of the moments I often think about which is...

37:07

Are  you kind of correct on accident? Right?

37:07

You should lean into that.

37:14

For example, I got into iPhone  apps because I thought it was really fun.

37:14

And then the iPhone became really, really important.

37:18

And  I happened to be at the right place at the right time, which I kind of like to credit to my kind  of subconscious.

37:22

What was I wanting to do that got me into the right place at the right time to  take advantage of this wave without even knowing that this really paying attention to...

37:34

Trying  to make a bunch of money or whatever it may be.

37:41

But I think generally people are excited about  the way that we work there. It's definitely early.

37:46

I kind of consider it kind of like the web  2.

37:46

1 way of working, which you have kind of the traditional way.

37:51

And then you have like kind  of the crypto web 3 way, which is pseudonymous, dows, liquidity, instant liquidity, super  transparent, open source, et cetera.

37:57

And I think that's all awesome, but I think it's sort of going  to be quite a while until the rest of the world is on chain quote on quote.

38:10

What I think is more  likely is that companies like Gumroad will adopt many of those ways of working and it's going to  happen a lot faster than people think. Right?

38:19

And part partly it's the feedback loop between the  companies that work like this and the tooling that exists to allow those companies to work better. Right?

38:25

Because the more companies that work like this, the more of a market there is to  actually build software and you kind of industry, right?

38:34

Just like Stripe enable  a lot more businesses to form.

38:38

But Stripe's existence was only possible because  all of these startups were starting to exist and then vice versa, Stripe existing now makes  it easier for more people to build businesses that gives more cash flow to Stripe to do more  and more and more.

38:47

And it's kind of this nice feedback loop.

38:51

And I think you see these all over  the place.

38:51

So I'm hopeful that government will kind of create more of a market opportunity.

38:55

And  actually one of the projects we have internally is figuring out, can we play in this?

38:59

Can we build  our own set of tooling that we can kind of a new product effectively to allow companies to adopt  the way that we work more readily, more easily. It's still very early.

39:11

There's probably five or  10 companies that I think have sort of really worked this way at scale. But I take a lot of...

39:16

I don't know, I have a lot of hope because if you said in 2019 that you could have a publicly listed  company with no office or no headquarters, right?

39:29

It would've been impossible.

39:29

I don't think there  was ever an example of one, right?

39:29

You needed some mailbox somewhere and then Coinbase listed. Right?

39:32

And I think were the first to say, "We don't have an HQ."

39:36

And then that was crazy and a big deal.

39:36

And then GitLab went public and they don't even have an office.

39:43

They literally are 100%...

39:43

I think  they have 1100 or something employees and they're fully remote.

39:47

And it's sort of like....

39:47

This is  what I love about capitalism, right?

39:47

Is like, you can convince people by just winning. Jim O'Shaughnessy: Yep.

39:57

Sahil Lavingia: Ultimately, no, one's going to get convinced by a  nice, beautiful wired article or Atlantic article or Harvard business review, thought piece,  right?

40:04

What ends up convincing someone is holy crap, Tesla is Tesla and I want  to invest in Tesla.

40:09

And unfortunately it's all in...

40:16

It's a package deal, right?

40:16

You  sign up for it or you don't.

40:16

You're voting for this way of working, whether you like it or not. And I think that's...

40:23

Seeing Coinbase seeing GitLab and I think a lot more companies in the  coming years work this way, I think is going to be very, very, very interesting.

40:31

And though the jury  is still out.

40:31

The way that I think about it is that we've had kind of co-located work for let's  say 150, 200 years or something like that. Right?

40:42

With kind of industrial factories.

40:42

And before  that everyone was working from home, I guess, and we've had real full remote work for two years. So if you compare...

40:47

And already, I think we're pretty competitive. Right?

40:55

And so imagine  five to 10 years from now, when you have...

41:01

We're kind of where the iPhone came out.

41:01

We're  at, the app store just came out, the iPhone just got copy and pasted, right?

41:05

We're still there in  terms of remote work, in synchronicity even when I think about Gumroad, the way that we work today  would not have impossible three or four years ago. Right?

41:15

Because tools like notion GitHub has  radically increased.

41:15

Figma, which is phenomenal.

41:21

Slack is getting better, and all these things  kind of compound. Right?

41:21

And so we're kind of making a bet on the...

41:26

Not just on Gumroad, but on  the kind of the infrastructure that we get to use. And we literally...

41:31

I wake up every day, I'm  like, "Oh wow, working at Gumroad is now, cheaper because Amazon lowered our  pricing on their cloud stuff over here or faster because Figma now has this feature that  lets us do this in a minute instead of 10 minutes.

41:43

And if you're using the old system, you don't  get any of those benefits. Right?

41:43

You think you're doing better, because you're on kind  of the cruise ship, but you don't realize that you're not on the speed boat, that's like all  the way over there and you can't easily make the switch.

41:58

You kind of have to do that.

41:58

Kind of  go dip back down the mountain to start climbing this new mountain. Right? Jim O'Shaughnessy: Yeah.

42:03

Sahil Lavingia: I think web 2.

42:06

1 is kind of good framing. And also  it's like... There's a great book.

42:06

I think it's called The Cathedral and the Bazaar which is about  kind of the origin of Linux and the open source movement.

42:17

And it was kind of this similar chaos  and people were like, there's no way you can make any good software this way.

42:22

It needs this kind of  top down planning, product visionary at the top.

42:29

Sort of Steve Jobs and figure.

42:29

There's  plenty of evidence that like... Humans, why do we exist?

42:36

It's not because someone ordained  us to exist.

42:36

It's because evolution is crazy.

42:41

And a ton of trial and error and it's  a very bottoms up sort of way of doing things. Right?

42:47

Kind of over proliferation and  you kind of go down the longest chain, right?

42:53

In a sense, a lot of similarities actually  kind of like the blockchain in that way.

42:53

But so obviously it works.

42:58

Obviously the bottoms up  kind of approach works. It's a lot more chaotic.

43:04

There's a lot more madness.

43:04

There's  a lot more failure maybe potentially.

43:08

But I do think ultimately some of the strongest  ideas are these kind of happy accidents that kind of compound into each other.

43:12

And so that's  kind of the experiment we're running is like, can of the company of effectively many CEOs where  they're kind of dictating what they think is the best thing to do.

43:21

And then me, honestly, I'm  just a capital allocator, right?

43:21

All I'm doing is raising money either from the product revenues  or raising external capital and then investing in people. Right?

43:32

Hiring people, investing in  them.

43:32

I mean, I really believe quite strongly Bezos and Elon are really more capital allocators  than anything else.

43:40

They're really able to say, this is a massive opportunity, and I can  rally the troops and capital meaning people.

43:50

It means social capital, now, especially with  Elon, all these different forms of capital and leverage and pointing them at the right problem at  the right time.

43:55

This is the 10-year frame in which this thing is going to happen.

44:01

Obviously, they get  it wrong all the time.

44:01

The Fire Phone or whatever was...

44:08

I don't know, a multi-billion dollar  failure.

44:08

But I love what Bezos said about it.

44:13

He's like, "What would be scarier is if we didn't  have any multi-billion dollar failures because it would mean we're not taking the risks." You have to fail.

44:17

You want some of those false negatives, in a way, or false  positives.

44:26

You want to be taking those risks and building a diversified portfolio within  the company, I would say, not just as a human, as an investor.

44:37

But being able to take those risks  is, I think, really, really, really important.

44:43

I always optimize for that.

44:43

I would always  rather do the weird new thing and have the potential of working than back away from that.

44:50

I think that takes a culture of people who are wanting to work at a government because they  know I'm going to lean into these things.

45:00

Why would I do a $5 million crowdfunding round, be  super transparent, do board meetings on YouTube? I don't know.

45:05

I'm just trying to increase the  serendipitous nature of these happy accidents. I see that all the time.

45:11

I look back at Gumroad, and  I'm like, "Wow, if we didn't hire this one person, Gumroad would be totally different  today."

45:16

A lot of it comes down to the Hari Seldon crisis and being prepared with  the right kind of people.

45:21

I'm sure things would've been fine in some different path, but we  would've ended up in a very, very different place. Yeah, anyway.

45:33

Jim O'Shaughnessy: Absolutely.

45:36

I would guess that you're  a fan of David Deutsch's The Beginning of Infinity. Sahil Lavingia: Oh, yes. Jim O'Shaughnessy: Yeah. As am I.

45:44

I proselytize about that endlessly.

45:44

Most of the time, you can tell by looking at Vatsal, he's like, "Oh, god. Here we go again."

45:51

He  has three critical things that really changed the way I looked at the world.

46:01

The first is that we  believe that we know everything now, and we don't.

46:11

In fact, we've just scratched the surface,  and thus the title, The Beginning of Infinity, because we're going to continue to have new  knowledge, create new things. Pessimists sound smart. Optimists make money.

46:24

You've got Malthus writing, "Oh, everyone's going to starve to death because we're  going to have this population explosion. The food will run out."

46:35

He was right about the population.

46:35

He was totally wrong about the fact that we could figure out ways to a 100X farm output.

46:40

Always,  I'm thinking, " Well, yeah.

46:40

But that hasn't been invented yet.

46:48

Let me look around for the  people who might be inventing things like that."

46:54

The second thing is this idea of anything  that does not violate the laws of physics is possible.

47:01

I'm a huge science fiction fan.

47:01

I  love that aspect of it as well. Hari Seldon...

47:10

I love that whole series and everything.

47:10

I model  myself on Hari Seldon because, essentially, that's what we do. We do huge samples.

47:18

Now, I  have machine learning that I can use.

47:18

The thing you need to understand, and, actually, Seldon says  it.

47:26

I can't make a prediction on you or on Vatsal.

47:35

I'm getting much better at developing  systems and tools that allows me to make predictions on broad trends, on where things  are going.

47:40

Now, am I going to be wrong a lot? Sure. Absolutely.

47:46

But you've got to take that  feedback and continually upgrade and update.

47:55

I also love what you highlight in your book  about: "Build as little as possible and outsource the rest."

48:03

My wife was asking me about you.

48:03

I  told her I was really excited for this podcast. She goes, "Okay. Shorthand. Give me shorthand." I said, "Okay.

48:19

You know how I always talk about the way you're going to win is to play a  really long game with positive sub outcomes?

48:32

To me, that's what you were  doing." Do I have that right? Sahil Lavingia: Right. Yeah. Totally. Yeah.

48:34

I think, generally, if you're willing to stick around...

48:40

I had a  tweet the other day that was something like, "Most people don't start.

48:45

Most  people who start don't continue." Jim O'Shaughnessy: Yeah. I saw that.

48:48

I wrote it down, actually. Sahil Lavingia: Yeah. It's so true.

48:50

I've seen so many people.

48:53

I remember talking to Ben from Pinterest  about this when I was an early employee there.

48:59

It was his third or fourth startup.

48:59

I was like,  "What separates the people who succeed and the people who fail?"

49:03

He had a really simple answer,  which was, "Well, the only thing that the people who fail have in common is that they gave  up.

49:08

Everybody gave up, inherently."

49:08

I mean, everything else is up for debate, but that's  the one thing.

49:13

Because if you didn't give up, you haven't chosen that bucket for yourself, or I  had heard someone else say, which is, "As long as you're trying, you either will die in the process  of trying, which you'll feel good about because you won't know that you failed, or you will  eventually succeed.

49:31

As long as you keep trying, you never have to admit that failure state."

49:36

I think that's totally true.

49:36

I think you have to pick a super long-term game.

49:43

Most people are not  willing to.

49:43

This goes back to what we were saying before.

49:48

It's not hard necessarily.

49:48

It's just that  this is not what many people want.

49:48

Pick a super long-term game, play it positive some, and be  super open and transparent, collect feedback from the market, ship quickly.

50:01

Ship early and often is  what I say.

50:01

Anytime you have something better than what the market has, give it away to the market  and upgrade the operating system of the world.

50:14

You just literally just do it.

50:14

Do that for five  to 10 years.

50:14

You will almost inevitably, I think, bump into somebody/help somebody who can 10X you.

50:20

For me, that might have been Ben from Pinterest or like Naval from AngelList with my rolling fund, or  whatever.

50:27

That all just came from building stuff, putting it out into the world, genuinely trying  to improve the system, just like an ant mine, like an ant colony, very bottoms up and being  like, "Hey, you did that. You deserve a promotion.

50:46

Can you help us with this other problem?

50:46

We  have this much larger problem over here." People are watching. People...

50:50

I don't know, get,  sometimes, upset when I say the internet has made it turn to all these reasons and excuses.

50:56

Lack  of connection is now an excuse.

50:56

Having no time is an excuse.

51:02

It's like imposter syndrome is  an excuse.

51:02

Perfectionism is an excuse. Why?

51:06

Because you can see it all.

51:06

You can literally  see how these people who became these people became these people, literally.

51:11

It's like the sausage factory is in full view of anyone who wants...

51:14

You can  read the Warren Buffett letters.

51:14

You can read the Amazon, the Elon.

51:19

This is all in public  domain.

51:19

What it means is, one, you'll get there, I think, if you find success.

51:26

But, two, you  almost need the time.

51:26

This is a mistake, I think, I made in the early days of Gumroad is I felt  like, oh, if I worked harder/faster, these are just a bunch of bits floating around.

51:37

I can make  this happen 10 times faster or 100 times faster.

51:42

I remember the projections for the company  were something like 10 million in revenue the first year and then $400 million in revenue the  second year, or GMV, or something.

51:46

Some stupid number, looking back into it because I  really believe that the bottleneck was the speed of light effectively.

51:54

Once I built  this thing, it would take over.

51:54

But the truth is, people almost need to...

52:00

the sea that you've  been around.

52:00

Because why would you make a bet?

52:04

You want everyone to take a sip before you  take a sip.

52:04

Then, you want to wait five minutes.

52:09

Like, "Okay, no one died. I'll take a sip now."

52:09

It's the same with startups, any of these things, businesses.

52:15

It's like the Lindy effect.

52:15

The longer  it's been around, the longer it will be around.

52:22

I often think about this with humanity.

52:22

Some  people are like, "Oh, we're at the edge.

52:26

We're going to die, like peak oil, climate  change, or whatever.

52:26

People have been saying that, I assume, since the beginning, right? Jim O'Shaughnessy: Yes. Yes, they have.

52:36

Sahil Lavingia: If we're here, even if we're not at the beginning  of infinity, let's say we're at the beginning of a bell curve that we're just about to hit the  peak of, and then we still have, effectively, 2X the amount of time to go just based on the drawing  out the curve. I don't know.

52:46

There's stuff coming, and I assume it's not going to be just like  an iPhone 15.

52:53

It's going to be [inaudible], just like no one could have predicted the iPhone  15/20 years ago.

52:59

That's the other lesson I think I got from the beginning of infinity that I  thought was super important is that we're not just slightly smarter monkeys.

53:08

We are truly a different  step function change on what came before us.

53:19

I think he calls them universal explainers or- Jim O'Shaughnessy: And connectors, universal  explainers, and connectors. Sahil Lavingia: Exactly.

53:25

Jim O'Shaughnessy: That's what we are, Homosapien, really smart man. I had a theory.

53:28

I told you I  keep journals.

53:28

I was reading one from 1983.

53:28

It was all about my feelings about where computers  were going. I was speculating.

53:38

The next evolution is going to be what I called...

53:45

silly name,  but Microman.

53:45

Here's Elon with the Neuralink.

53:57

I get super excited about all this stuff.

53:57

I'm rational in my optimism.

53:57

I understand that we're going to have all sorts of new  problems.

54:07

Like Bucky Fuller said, "You don't change a system with the problems that got you  there.

54:13

You create a new and better system."

54:22

I constantly have to remind myself, though,  that...

54:22

My son calls me a cohort of one. He's like, "Dad.

54:30

People don't think like that."

54:30

He goes, "You do sound a little bat shit crazy sometimes when you're talking about all this  great stuff that come down the road."

54:36

I am not at all delusional that there's going to be serious,  serious problems.

54:41

But I am long human ingenuity, and as you put it, peak oil.

54:50

They just uncovered  one of the earliest known texts found. It was Sumerian.

55:00

They're dating it to about 3000 BC.

55:00

You know what it was when they translated it?

55:08

It was a poet complaining about the fact that all  the earlier poets had taken all the good stuff. Vatsal: Yeah.

55:16

Switching gears a bit, you mentioned Web3 and metaverse.

55:19

Apparently, everyone has a  different definition of what that is, which is, I guess, fine because it's so early that we don't  really know what Web3 is actually going to be.

55:30

Maybe what is Web3 to you?

55:30

What is the metaverse,  or whatever you want to call it? What is it to you?

55:35

How do you see it changing the world in  some big ways, let's say, in the next decade?

55:41

Sahil Lavingia: Yeah, totally.

55:41

I think when I say Web3 or the metaverse, or crypto, I think we're all saying  roughly the same thing, which really started with Bitcoin in 2007 or 2008 or something like that,  and then Ethereum and some other projects.

55:53

The way that I think about it is on-chain.

56:04

It's either  on-chain, or it's off-chain.

56:04

If it's off-chain, it's not part of the metaverse.

56:10

It's  part of the internet or the fabric of reality or any of these things.

56:15

When I say  Web3, I'm really referring to on- chain.

56:21

The reason that on-chain is so interesting.

56:21

The origin of Bitcoin, the solution to the Byzantine Generals Problem, which is basically  this idea that there was no real way before that to coordinate in a trustless fashion.

56:33

If you had  to rely on people sending messages from each other to coordinate an invasion of a town, people could  always manipulate the message.

56:42

The solution that Bitcoin very cleverly came up with, or Satoshi  Nakamoto, or what have you, is that effectively you just expend energy.

56:55

Everyone has to expend the  same energy at the same time.

56:55

It's probabilistic that the person is going to get it right.

57:02

That  person gets to decide what the truth is.

57:02

It basically costs a lot of money to send a message.

57:08

Hashcash tried this with spam before Bitcoin.

57:15

Email spam was another thing.

57:15

What happens when  you make it free to effectively send mail to everybody? You get a ton of spam.

57:19

How do you  deal with that?

57:19

Well, maybe there's a cost.

57:19

It turned out it was not the right solution.

57:23

The right solution was these centralized spam filters.

57:26

But I think that started this  whole thing.

57:26

I often think about that as an investor is, "What are the trillion-dollar  problems, the Byzantine Generals Problem, the double-spend problem?

57:39

What are these problems  that are clearly worth trillions of dollars because we've had to build systems around  them, the entire financial industry, or what have you?

57:49

If you can solve this  problem, then that's going to be a shuffling, as you mentioned, a reshuffling of a trillion  dollars of value.

57:54

If you believe in stochasticity, then maybe a 10 trillion/ 100 trillion.

58:00

Who knows  what the real order [inaudible] impact of these things can be?

58:05

I think it's very hard to predict.

58:05

I think NFTs and Ethereum have solved their own sets of problems.

58:11

Providence, I think, is a  really great one.

58:11

When I refer to it, I really think of...

58:17

Basically, there's no centralized  authority.

58:17

It's not like one person gets to print all the money in the system.

58:23

It's the truest  democracy there is, which I think people can argue against.

58:31

It's effectively saying $1, one  vote, which is maybe not what you would want in America.

58:37

We have a communist voting system in  a sense.

58:37

I think we probably want to keep that.

58:46

The way that I think it changes things: one is,  I think it will eventually move us away from the macroeconomic system that we have today.

58:53

Basically, quantitative easing, the ability to tax and subsidize certain kinds of behaviors  will just not be possible.

59:01

It just will not be possible.

59:06

It's, basically, if you took  the stock market, and you said, "Basically, there are no limits.

59:13

You can do whatever you  want. It's open all the time."

59:13

The stock market can go to zero tomorrow.

59:18

Any trade is valid if  there's a buyer and a seller on either side?

59:25

I actually think that would be great.

59:25

It would be  very volatile.

59:25

But I do think, long-term, it would lead to the survival of the fittest in a sense.

59:30

I think, one, it's just going to lead to better products and services.

59:37

Just like how  Amazon, I think, really pioneered this insane customer centricity that has obviously worked  for them, I think everyone is going to be forced to take that view of things over  time.

59:47

My margin is your opportunity.

59:54

One thing I've thought quite a lot about is  how some of these companies, in the beginning, solve a real problem, are super  innovative, build new technology.

1:00:02

Over time, they basically become the incumbent. They become the rails.

1:00:02

They become the protocol.

1:00:07

Visa might be an example of this, where they're  almost a 3% tax on the credit economy.

1:00:07

I wonder if maybe the answer is not necessarily that  we kill Visa, or break it up, or what have you like people talk about.

1:00:21

But more, it transitions  into a protocol, an open-source publicly-owned utility.

1:00:28

But instead of this socialism that might  bring up, it's more like a decentralized layer two or layer one in crypto land, Web3, et cetera.

1:00:40

I think it has a lot of implications for pseudonymity.

1:00:46

It allows for anyone to  effectively have a wallet.

1:00:46

If you have a wallet, then you don't need banks. What does a bank do?

1:00:54

It  stores your money for you.

1:00:54

That's the fundamental thing that it does.

1:00:59

Then, all these other things  they do come on top of that.

1:00:59

But if you own your money, if you own your wallet, it's on your  computer or in your house, it's a custodial or non-custodial, then why...

1:01:14

That requires a total  reshift.

1:01:14

One, anyone can participate in it.

1:01:14

Two, anyone can provide those services.

1:01:20

It doesn't  have to be the bank that provides those services to its customers.

1:01:25

It can be anyone else,  which is where the whole DeFi comes from.

1:01:30

Then, the other thing that I think is really  interesting is these permission-less/trustless smart contracts.

1:01:35

I think this is really  important because I think, ultimately, if you want people to work together, they're just  not...

1:01:39

Getting a diverse set of people to agree on the same thing is just virtually impossible.

1:01:44

I  noticed that's actually in, probably, Utah, where it's actually...

1:01:50

The government is a lot more  efficient.

1:01:50

But one of the reasons it's more efficient, or the left critique of it, would  be, well, it's a lot less diverse.

1:01:54

It's a lot easier to get everyone aligned on something,  and everyone is the same.

1:01:58

It's like you go to a dinner, and everyone gets a steak.

1:02:02

It's  easy to split the bill.

1:02:02

But if one friend goes all out, you're like, "Well, we  all got to pay for ourselves now."

1:02:13

I think the answer is not, "Oh, we need to figure  out how to get everyone to trust each other."

1:02:17

I think the answer is, "How do we have collective  action without needing to trust each other?"

1:02:24

For example, I had this thought recently,  "Why do we have political parties?"

1:02:27

We have political parties because running for  office independently made no sense 50 or 100 years ago.

1:02:34

You needed the infrastructure, and so you had  the parties.

1:02:34

Then, you had the politicians.

1:02:34

Then, the politicians have proposals.

1:02:39

The Congress,  I think, they're 90% of the value they have.

1:02:44

It's one bill a year, this massive spending bill.

1:02:44

I was thinking, "Well, why don't we just vote on the bill?"

1:02:53

If that's becoming the majority of what  they're doing...

1:02:53

Because it has to be because one block gets mined.

1:03:03

Everyone has to get consensus  on this one thing.

1:03:03

It's super hard and difficult.

1:03:08

But then, it's like, "Well, why doesn't everyone  just submit a bill?

1:03:08

Then, we all just vote on who we spend money on," which is effectively what  a Dow does.

1:03:13

I had a hard time wrapping my head around, "What does a Dow do?

1:03:18

How do you get all of  this stuff on-chain? I run a company.

1:03:18

There's no way you can bring all of this on-chain."

1:03:23

Then,  I realized a Dow is actually really simple. It's just a treasury.

1:03:29

All it does is have money  get sent to it either via smart contract or contributors.

1:03:35

Then, all it does is people vote on  who to give that money to.

1:03:35

That's as simple as, how much and to whom? Which wallet? That's it.

1:03:41

If you think about it, that's what the government does.

1:03:46

Just like, "How much money do we print,  and who gets it?

1:03:46

Two billion for tree equity," or whatever.

1:03:52

But there should be a tree equity wallet  that's tied to some organization that does this.

1:04:02

I was like, "Wait a second.

1:04:02

Maybe we don't need  parties.

1:04:02

Maybe we don't even need politicians."

1:04:06

Everyone's been focused on, "We don't need  parties anymore."

1:04:06

But I was like, "Well, maybe we don't even need politicians because  all the politicians do is we have to trust them.

1:04:14

Then, we hope that they have a bill that  supports the things that they ran on, or what have you."

1:04:20

Then, obviously, that never  happens.

1:04:20

There's all these things that...

1:04:24

excuses and consensus that you need and all these  things.

1:04:24

But what if I could just vote on a bill.

1:04:35

It has allocations for this and that.

1:04:35

I don't need  these other middle layers in between me and them.

1:04:43

I think the thing that has the  largest target on its back, I guess, is the Federal Government of the United States.

1:04:48

It's the largest employer on planet earth.

1:04:48

It's like if you have one customer.

1:04:53

I mean, that is the  TAM, if you care about TAM and the US government.

1:05:01

I actually think, ultimately, the final boss  of Web3, and crypto, and decentralization is the United States Federal Government.

1:05:08

Ultimately, it's going to have to subsume that, which is maybe why they're so resistant is  they detect that this thing is really...

1:05:13

It's a innovator's dilemma.

1:05:17

But I believe that  that's where we're going because, right now, we end up with this huge...

1:05:23

I often think  about the Ben Thompson unbundling and bundling.

1:05:30

You basically cast one vote.

1:05:30

That is an insane  bundle of things that you get for that one vote.

1:05:35

Then, all of a sudden, the person that wins is  like, "Hey, look, we have the mandate from the people to do all of these things."

1:05:38

It's like, "Not  really."

1:05:38

You have this incredibly blended mandate.

1:05:45

You actually only have a 51% mandate.

1:05:45

Most people don't like this. You don't know.

1:05:52

On taxes, people might have wanted  this kind of president.

1:05:52

On climate change, this person might have won.

1:05:58

On  literally all the cabinet members, is an easy list of all the different potential  slider scales that you would have. Right.

1:06:10

But if that's the case, then why don't we just  vote for those? And obviously more.

1:06:10

This is why I think the sovereign individual is so interesting.

1:06:15

And I think the way, the ultimate power the federal government has and all these nation states  have in terms of their preservation is violence.

1:06:25

Is basically, they provide security and  safety or theorize that they do.

1:06:25

And the state has a monopoly on violence.

1:06:33

And just like we need  self-driving cars for certain things to happen, I really believe that one of the technological  pieces that we have to figure out is how do we reduce basically violence to a zero?

1:06:46

Because imagine a world in which you had zero threat of violence, how amazing would that world  be?

1:06:54

How much money would we save?

1:06:54

How much money gets spent on defense, quote, unquote?

1:07:00

I know running Gumroad, most of the code is defense. It's click fraud.

1:07:05

It's forget password stuff.

1:07:05

Imagine if you could just log into government by typing in your name  and we just trusted you.

1:07:12

If we had full trust, our code would be a 1% of the code because we  wouldn't have to test for all the bad cases.

1:07:17

"Oh, that's how much money you say  you have? Cool. We trust you." Right.

1:07:26

But that's what crypto is.

1:07:26

Crypto,  basically, you do the trust thing at the gate.

1:07:31

In you transition into it and you have this  trustless economy.

1:07:31

And then boom, you don't have reset your password.

1:07:38

That doesn't  exist in crypto.

1:07:38

You don't have KYC, you don't have any of these things. You just  assume. It's better than trust. It's trustless.

1:07:49

And so, anyway, I think that's  where a lot of the world goes and where I would love for Gumroad to go  eventually, is these ideas.

1:07:52

As a CEO, why do I get to make certain decisions? Right.

1:07:56

Why can't I outsource them?

1:07:56

Just like we talked a little bit.

1:08:00

Build as little as possible.

1:08:00

My goal is to excommunicate myself from the head of this religion. And how do I do  that?

1:08:06

It's give power to the people.

1:08:06

And right now, the technological infrastructure,  everyone needed crypto. We're not there yet.

1:08:15

But certainly, the writing to me is on the wall,  which is, yeah, at some point in the future, I'm going to be able to delegate my votes  to somebody else.

1:08:21

And they're going to be able to decide the fate of this system.

1:08:24

It's going to take a lot to get there.

1:08:30

But I do think that just generally, just power  corrupts absolutely.

1:08:30

And the answer is to not hire, not put smart people or amazing people in  power, because those people don't want to be there anyway.

1:08:42

It's to reduce the power and just make  it so that...

1:08:42

Naval has this great saying, which is if you want to vet a system, you want a system  in which you would be comfortable with your enemy at the front.

1:08:55

Only make things legal or illegal  if your enemy was in the front seat of the car.

1:09:02

And I think that's a really good test  is, you ultimately want a system that you trust.

1:09:06

And the best way to trust it is that  you don't need to.

1:09:06

There's no threat on you. I think we'll get there.

1:09:13

And I think we're already  actually there in a sense, I don't think we'll ever have a World War III.

1:09:17

I think the internet  makes virtually impossible to go to war because the dehumanization you needed to be able to do the  propaganda. There's TikTok.

1:09:21

I mean, I'm sorry, but you're not going to think that these people are  evil.

1:09:29

We all know that most people are not.

1:09:29

Maybe there's a few monsters out there, but it's just  a telephone game gone wrong.

1:09:34

That's what most, I think conflicts are.

1:09:41

And the solution is sunlight  is the best disinfectant, open source everything.

1:09:48

And by the way, you can still print  money.

1:09:48

The governments can still, in this totally new world, print money.

1:09:50

It just has to be a collective decision to print money.

1:09:54

And then certainly you can.

1:09:54

But my  guess is it's not going to happen.

1:09:54

You're going to move past this point and it's going to hurt.

1:10:00

It's  going to suck when an airline goes bankrupt and it just goes bankrupt, actually. There's  no end.

1:10:06

That's just the end of it.

1:10:11

And I often think about this with the  Peter Thiel-ean, the model, which is like, it is harmful in the sense that it's a lot more  destructive.

1:10:17

There's a lot of things that will die.

1:10:21

It is this process of evolution. Nature  is metal.

1:10:21

It's not pretty to watch it play out.

1:10:27

But I do think it gets us into a better  future faster, that level of competition.

1:10:33

And that's just what I end up caring more about. Right.

1:10:33

Is I just care more about getting to that 10, 15.

1:10:38

And maybe that's just me from a position  of privilege knowing that if the world goes to crap, I can hide in an ivory tower somewhere or  something like that.

1:10:43

But I just really want the future to improve at a faster rate.

1:10:48

And I believe  the way you have that happen, is you just reduce the barriers to competition.

1:10:52

You make it  free for all and then, you see what happens. Vatsal: Yeah.

1:10:59

In today's news, and this isn't official yet, so I hope I'm wrong.

1:11:00

But apparently the Indian government will make it illegal to hold crypto assets in a private wallet.

1:11:06

I'm thinking if the governments realize that the end game of crypto can be  an existential threat to them, what if they start coming up with policies like  this, which disincentivizes the public?

1:11:18

Because of course, they have the army and the military.

1:11:25

And that in turn becomes an existential threat to crypto before it can actually become  an existential threat to the governments. Sahil Lavingia: Yeah.

1:11:37

Vatsal: [Crosstalk] the possibility of something like that? Sahil Lavingia: Yeah.

1:11:40

I mean, it's going to happen.

1:11:40

If it truly  is an existential threat, then yes, China, India, the US.

1:11:47

Just like often the innovation doesn't  come from.

1:11:47

Like the electric car didn't come from Ford or GM. Right. It came from Tesla.

1:11:52

Thank God, it's an American company. Right.

1:11:58

But we got lucky, I think on that one, in a sense.

1:11:58

A great example of probabilistic versus deterministic.

1:12:04

It's very easy to think, "Oh,  obviously."

1:12:04

But it's like, no one thought America would be the leading car automaker  in 2021 or had the chance to. Right. That was Asia's game. Right.

1:12:13

Totally shocking to the world.

1:12:13

But yeah, it will happen.

1:12:13

And I think ultimately, what you will see is you will see like what's  happening in El Salvador.

1:12:22

Maybe what's happening in Portugal or Singapore, where new, smaller  countries who have less to lose and more to gain, that will be willing to take these sorts of bets. Because it is a bet.

1:12:34

It is a bet that a startup will make, not an established company will make.

1:12:39

I think there are a lot of interesting ideas around charter cities, like Próspera and Honduras  and other things like that, that I think may allow this to happen.

1:12:49

But ultimately, I think  the big companies in this case will lose because it's so much easier to exit.

1:12:54

I could  move to the Cayman Islands in three months and they're happy to have me.

1:13:01

Sahil Lavingia: And it goes back to that question of violence.

1:13:08

Will these countries do something about it?

1:13:08

Will these people try to claw the money back, or what have you?

1:13:13

Like California, they're  rumored to do this, where it's like, well, if you start a company in California.

1:13:18

And  then before the IPOs, you move to Florida, we're going to try to get a good chunk of  that.

1:13:21

The value was created on our land.

1:13:26

But the more mobile people get, which is  only going to happen more and more and more.

1:13:30

Effectively, the lowest tax rate is the tax  rate.

1:13:30

Because just like companies have to compete, now, cities and countries are going to have to  compete more.

1:13:38

Coming out of COVID is going to get, Portugal is going to offer this and Thailand's  going to offer that.

1:13:42

And Singapore's going to offer this.

1:13:46

And New Zealand's going to offer that.

1:13:46

And if they can get a critical mass of just a few people to move to a certain place and put it on  the map, imagine if Elon moved to a, I don't know, Bhutan or something like that.

1:13:57

It would, boom,  Bhutan's on the map.

1:13:57

And the US is really the only country I believe in the world that taxes its  citizens, no matter where they live, basically.

1:14:10

Jim O'Shaughnessy: We are. Yeah.

1:14:10

Sahil Lavingia: Puerto Rico or something like that.

1:14:10

But basically, which is what a crazy thing.

1:14:14

No country can even  play the game that we get to play. It's a singular game.

1:14:22

But even that, I think over time, people  will renounce their US citizenships and will move.

1:14:28

And if the threat of violence is gone, which  eventually, do we really believe that the US is going to invade a country?

1:14:32

I just don't  think we're going to get the popular consent to do something like that. The common consent.

1:14:37

I actually think that's going to be, in terms of remote work and the way that government operates,  we have people in 17 different countries.

1:14:48

I think that's going to be one of the big  questions, which is how do you deal with, for example, the EU had to do VAT?

1:14:52

Australia  is doing something similar.

1:14:52

Some US states are doing something similar. Why?

1:14:58

Because they're  noticing that all of these flow funds are changing and it's not as simple as it used to be.

1:15:03

And what happens when you have all of these people who are getting paid in crypto?

1:15:08

And it just,  I don't think anyone has the answers to this, to be honest.

1:15:13

I mean, this is the beauty of  reality is it is probabilistic. Right.

1:15:13

We just have to play it out and we'll see what  ends up happening.

1:15:18

And maybe the answer is, it's the null set.

1:15:24

The future is the null set,  basically.

1:15:24

We're not going to get there.

1:15:24

It's not written in some book. Right.

1:15:29

Or some Monte  Carlo situation or something like that scenario. But yeah.

1:15:35

Even, I was thinking about  this pre-COVID, where I was like, "Wow, what if I a car and just drove around the US and  worked on Gumroad? How do I?"

1:15:41

And this is by the way, a question.

1:15:47

Self-driving cars, once you  have a self-driving car, then all of a sudden you're going to have a self-driving house.

1:15:50

And  once you have a self-driving house, where do you pay taxes?

1:15:54

What if I worked in a beautiful  place and then I go to sleep and I wake up in Florida or Washington? Right.

1:16:00

And  I sleep in 0% income tax states.

1:16:07

And NBA players have to figure this out.

1:16:07

They play  games in a bunch of different states and they have to pay taxes in all the states that they play.

1:16:13

And  they can't really get away with it because there's a paper trail of them playing in all of these  different places.

1:16:18

And they've established the methodology and the precedent of how this works.

1:16:22

And so my guess is, imagine everyone, or 30% of the population, or 10% of the population  even, or 1% of the population, the infrastructure to support that.

1:16:35

Just the million dollar  accountant that an NBA player or team may have to help them with this, we're all going  to need.

1:16:39

It's going to be a lot more sort of dissipated.

1:16:43

But yeah, it's a fascinating.

1:16:43

And I really think to me, self-driving cars was actually going to be the technology that  was going to lead to all of this political regulatory changes.

1:16:55

And it's kind of funny because  actually, self-driving has taking a lot longer than we thought, speaking to the probabilistic  nature of things.

1:17:00

I thought self-driving cars and then, AR VR.

1:17:04

And then crypto, and then remote  work.

1:17:04

And then it is like, nope.

1:17:04

It turns out it's self-driving cars is three years out maybe. I  don't know. Crypto's happening now.

1:17:11

Remote work just happened. The order is different.

1:17:15

But they all lead to the same future, which is the sovereign individual.

1:17:21

Everyone  for themselves.

1:17:21

Hopefully, that's a world of uber transparency.

1:17:27

No one can choose to  print more money more than anybody else can.

1:17:32

And you have the ability to see what's happening. Right.

1:17:32

I believe all taxes should be real time or pseudo real time.

1:17:38

Maybe you get the money, but  it's automatically going to get withdrawn from your account after a year or something like that.

1:17:43

But when government sends me a paycheck, just like they take money out for social and for other  things, everything should just done.

1:17:47

Why do I pay taxes at the end of the year?

1:17:53

The IRS already  knows how much I owe them. Tell me.

1:17:53

Just send me a bill, send me an invoice.

1:17:59

But ideally, every  receipt should have a list of those things.

1:17:59

And that list should not be one item to the federal  government, or the state, or what have you.

1:18:04

It should be 4 cents went to this thing.

1:18:10

And 8 cents  went to SpaceX through this subsidy that we have. And this data is there. This has happened.

1:18:18

This is  already happening. It's just super opaque.

1:18:18

It's on pen and paper it's and I can't wait until all of  that stuff is.

1:18:23

I can write a SQL query and just do some math on my own taxes.

1:18:29

How much did Sahil  earn in the last six years?

1:18:29

And how much of that went to tree equity?

1:18:34

I want to know, I want to  put that as a badge on my Facebook account.

1:18:34

Or I want to open a coffee shop and say, "If you've  done this, if you contributed this much to these sets of things, you get a dollar off."

1:18:49

The composability of this, when you can start to do all of these kinds  of things. Obviously, opt in on it.

1:18:54

Everyone's going to choose to have their data as part  of these things.

1:18:58

I'm pretty optimistic that these things will happen.

1:19:02

And one of the amazing  things about crypto is the zero knowledge, proof, privacy sort of things that you'll get that  you don't currently have in today's society even.

1:19:13

Or you have it do very weird, arbitrary things  like HIPAA compliance and things like that.

1:19:18

But that's going to be an incredibly exciting  world.

1:19:18

Imagine I launch a new startup and I say, "Oh, everyone who's made at least $1  on Gumroad gets early access to this."

1:19:29

The composability to do that is just  not there today. Right.

1:19:29

And certainly, it's not there for a non-technical person. But it will be.

1:19:36

The laws of physics say it will  be. I have faith in that. And it's very exciting.

1:19:43

Jim O'Shaughnessy: I completely agree with you and could go on for another two hours because you are  very compelling. And I love hearing it.

1:19:47

I just, it's the right way to look at things, in my  opinion. Probably wrong. I'm probably wrong.

1:20:01

Sahil Lavingia: Well, the good news is if you're wrong, people will be distracted  with the world being on fire anyway.

1:20:06

Jim O'Shaughnessy: Exactly. That's right. Exactly.

1:20:08

Well, this has been incredibly  fun.

1:20:08

At the end of each one of these, we ask a question that is fun, to  me at least, because it shows you what is really important to the guest.

1:20:20

And so,  the question we ask is this.

1:20:20

We're going to wave a wand and make you the emperor of the world for  one day. You can't kill anybody.

1:20:27

You can't put anyone in a reeducation camp.

1:20:34

But what you can do  is incept them.

1:20:34

You can, you can put an, what does Doug Adams call it?

1:20:43

An ear frog or an earwig in.

1:20:43

And they're going to wake up the next morning and they're going to have two ideas that they  thought they came up with that, further to our earlier part of the conversation, they're going to  act on.

1:20:56

They're not just going to be lovely ideas, but they're going to wake up and  think, "You know what? I'm going to."

1:21:05

What two things you got for me? Sahil Lavingia: Yeah.

1:21:07

Well, I think the first one is almost  definitely that software is just as important to the evolution of humanity as writing  was. Right.

1:21:17

Just like we went from oral tradition to writing tradition, I think writing  tradition to software, I think software is just as big a deal of that in terms of a positive sum  game.

1:21:26

It's just absolutely incredible.

1:21:26

And so, I think anyone who can be, "Okay, I  need to use software in my future.

1:21:40

My life needs to rely on software."

1:21:40

Either, you  are the one who gets to use software to eat the world, or you're the ones that gets eaten by the  people who get to use software to eat the world.

1:21:50

I think that's a really, really important idea.

1:21:50

And maybe thinking when we have neural link will be the next level of that.

1:21:56

Where we can  start beaming thoughts into each other. And who knows?

1:21:59

The highest, the fidelity we're  missing on when we're trying to communicate, it might be an order of magnitude or more, that it  will be very interesting to see that. That's one.

1:22:10

And then two, really simple is  capitalism is really awesome.

1:22:16

I think capitalism is a dirty word.

1:22:16

It's  a four letter word.

1:22:16

Many people don't like when I say the word even.

1:22:20

Even though they  know what I'm referring to, it's almost become triggering in a sense.

1:22:24

But I really believe  that capitalism and this kind of weighing scale, it leads to the best possible future for  everybody.

1:22:32

And it's undeniable to me.

1:22:37

And I've read the books, the Rational  Optimist, you mentioned or alluded to. Steven Pinker stuff. I see it.

1:22:42

I see the  world getting better and better and better, but that requires people to start companies,  raise capital, hire people organize.

1:22:48

And yeah, it's a ton of work and it's unfortunately, going  to lead to billionaires and trillionaires.

1:22:58

And that's not because they're evil or because  there's a ton of corruption.

1:23:06

It's just because we literally choose to give them the money.

1:23:09

That's literally what we did.

1:23:09

We said, we prefer that Bezos spent our money and  Elon spend our money than us. They're good at that. Let's let them do that.

1:23:20

And I think  I'd like to think that 2020 has shown people how essential that is.

1:23:25

And to how awesome  entrepreneurs and startups really are.

1:23:25

And I think it's very early days.

1:23:32

And so, yeah, I would  say capitalism and software and the combination of the two.

1:23:37

If you can just think about those two  things and figure out how you can apply those two things into your life.

1:23:42

I think you'll be happier.

1:23:42

And a lot of this just comes down to that.

1:23:42

You'll be more free and you'll be happier.

1:23:46

You'll have a larger impact on society.

1:23:51

Society will have a smaller impact on you.

1:23:51

You  will feel less controlled by it.

1:23:51

And yeah, you'll just be a happier, healthier person I think.

1:23:58

Jim O'Shaughnessy: I love it. I love it.

1:24:00

Thank you for being  on the show. One final thought.

1:24:00

I love that idea about capitalism.

1:24:06

I've always been  a big believer in free markets because evidence, man.

1:24:12

Let's just look at the  evidence.

1:24:12

And the evidence is so overwhelmingly in favor of free markets and free minds  and free people. They do amazing things.

1:24:26

And I just shake my head.

1:24:26

I sometimes joke  on social media, "'Capitalism sucks,' he tweeted from his iPhone at Starbucks." Sahil Lavingia: Yeah.

1:24:41

You live in a society or something. Yeah.

1:24:41

Jim O'Shaughnessy: Exactly, exactly.

1:24:45

But I have said that kind of  thing all along, and I've noticed a change.

1:24:45

Five years ago, me saying things like you just  said, people my age would look at me like, "You're crazy, man." Now, I'm saying it.

1:25:00

And  they're like, "Yeah, that makes so much sense."

1:25:06

It's one of those things, we evolve.

1:25:06

What you  say about the evolution of software. You're absolutely right.

1:25:13

We have been much more affect  by our aggregate social evolution, in my opinion, then we have even from the mother evolution.

1:25:21

The  written word changed the shape of our brains.

1:25:29

We're being rewired as we speak by these devices.

1:25:29

We're carrying supercomputers in our pocket and they're rewiring our brains.

1:25:36

And some people like,  "Oh, that's awful." No, it's not. It's the future.

1:25:43

And it's going to be a better place. Sahil Lavingia: Yeah.

1:25:45

And not to let this run on too long, but  there was a big thing in the last couple years about how everyone was addicted to social media  and it was the worst thing on planet earth.

1:25:50

And all these kids were going to get ruined by it. And I had an inkling.

1:25:54

I was like, the human brain and body is more adaptive than we often give  it credit for.

1:26:00

It's unlikely that we made it this far and then in two years, we all fucked up.

1:26:06

If we don't have cancer from these phones, I don't know.

1:26:12

We seem to be pretty darn resilient.

1:26:12

And it turns out in the last six months or so, there's been a lot of these studies coming out.

1:26:17

And basically, everybody knows this.

1:26:17

None of us are really addicted to our phones.

1:26:21

It's just,  we are when we're at home and there's nothing else to do. And there's a pandemic.

1:26:24

But actually,  if you're having dinner with friends or whatever, no, it's not a drug. It's really not.

1:26:29

And yeah, that just gives me a lot of confidence that we're over-indexing. And maybe  you should.

1:26:34

The mother evolution, as you said, encourages that.

1:26:40

Because the downside  is you get eaten by a lion.

1:26:40

You want to really prevent that.

1:26:46

But if the downside is  much more mitigated in reality, then yeah, you should be much more are comfortable taking  risks.

1:26:52

Because the risk is really just, "Oh, you, I don't know, had a tweet that didn't resonate  with people."

1:26:57

It's not the same as it used to be.

1:27:01

But I really believe that.

1:27:01

I think we're  constantly realizing technology has a lot of benefits, more benefits than we think.

1:27:06

And even has fewer downsides than we think, because the human brain is pretty good  at picking and choosing.

1:27:11

And yeah, it's worked out so far.

1:27:19

It's the same thing  with America.

1:27:19

People have, I don't know, crapped on America for forever. I don't  know.

1:27:22

It seems like we still have it. I don't know.

1:27:27

We've been lucky 10 times in a row  at this point.

1:27:27

Maybe there's something deeper.

1:27:32

Jim O'Shaughnessy: There might be something deeper. All right. This has been fantastic. Really great. Thank  you for being on.

1:27:34

This is going to be awesome.

1:27:39

Sahil Lavingia: You're welcome.