I've always been one, ever since I was a little kid, to just tinker and just to play. And if there's any method to the madness it is this common thread of exploration ... If I see something that doesn't exist that should exist, I want to go build it.

No startup is fun. They're all roller coasters, loop-de-loops ... It's never going to be just like this perfect dream. But, that said, as long as it's something that you're just naturally drawn, I'm always having a good time.

I have no doubt in the next five years we'll see a New York Times bestseller that was 90% written by AI.

The majority of my personal holdings is still standard index funds that are pretty vanilla—the low-cost index funds, you know, the Vanguard way.

I believe—and it's very, very clear now—that AI, in the next 5 years, is going to change everything.

90 plus percent of people that interact with NFTs over the long term, I believe, won't even know it as they're doing it as an NFT. It'll just be something where they have a digital wallet, an app or something like that, and they have a ticket there. They're not going to know that behind the scenes that is powered by the blockchain.

What we created with PROOF... It's the same thing with HODINKEE. It's the same playbook. It's this curation with a point of view where you can have a strong editorial team come in... that is really talking about what would you buy and hold for the next decade plus.

The last 4-5 years of my life has been spent trying to kind of master my own mind. And I think that if you can't come to grips with your own personal peace of mind, it's a horrible place to be.

It's just this idea that I don't want to sit on the sidelines if there's something that's exciting that needs to be built; I'd rather just spin up a team and go after it.

That relentless focus is so essential, and oftentimes it's more what you say no to than what you say yes to on the product side.

I've never created anything because I thought here's an opportunity to make money. It's never been that.

New ideas and working with creative people is the strongest source of fuel for me.

I remember, as a young entrepreneur, just kind of being on this 24/7 hustle to go build, build, build, build. I got to win. I have to win. I have to win. And it created a level of anxiety that was not good for me.

One thing that is happening in the next four months will be the issuance of NFTs to people that is going to be from a major well-known winery where it will represent one physical bottle of wine.

I think Bitcoin is a tough one ... I don't like that it's not a green currency, and I don't see a clear path to that ever being the case.

One of the things that struck me is just how mature Mark Zuckerberg was when he was younger.

There are examples of more efficient ways of doing finance on the blockchain that can be done in a trustless way written into smart contract code that will mean for better outcomes for the consumer.