PASSION

The most important thing you can do for yourself in your career is to work on something you love with people you love.

Owning the Hawks is the most fun investment I have ever made. Everything else generates returns. The Hawks generate joy.

I have been working on self-driving cars since 2004. This is not a fad for me. This is my life's work.

Developers, developers, developers, developers!

I have four words for you: I. Love. This. Company.

I started coding in Bangalore because I loved building things. Postman exists because I couldn't stop building.

In India, cricket isn't a sport. It's a religion. We built a temple for the faithful.

Find your tennis ball — the thing you obsessively chase. Life is too short to work on things you don't care about.

Invest in what matters to you, because you'll work harder for companies whose mission you care about.

On Running wasn't just an investment. I genuinely love the product. That matters more than any spreadsheet.

I race under a pseudonym because I want to experience cars the way customers do — with emotion.

I design chips for a living. It's the most fun you can have with physics.

I was a hedge fund quant who fell in love with space. The best career pivots are irrational.

I didn't buy Chelsea to make money. I bought it because I love football and I wanted to build the best club in the world.

I was in law school using Shopify to sell T-shirts. I loved the product so much I called Tobi and said I have to work here.

I quit DeFi three times. I keep coming back because the code is more interesting than the community is toxic.

Comedy is my first love. Business is my second. Both pay well. But only one makes people cry laughing.

I still skate every day at 55. That's not marketing. That's who I am. The brand works because it's real.

Football is not an investment. I knew that before I bought Tottenham. It is a passion. There is a difference, and you must be clear about which one you are doing.

Every year I think about retiring, and every year the bike pulls me back.

I don't want to stop racing. I want to race until I physically can't anymore.

To be a MotoGP rider is not just a profession. It's a way of life.

I have travelled more miles and played more golf than any man alive. And I would do all of it again.

Golf is the most fun you can have without taking your clothes off.

I wanted wine that I'd actually enjoy drinking — not a label with my face on it. There's a big difference.

If you get the opportunity to do something you love, protect it. Don't let money make you do things you don't believe in.

The Pokémon stuff is not content. It's my actual hobby. I've been collecting since I was a kid.

Buying the Red Sox wasn’t a business decision. It was a dream. That it turned out to be a great business decision is a bonus.

Winning the Stanley Cup was more satisfying than any trade I’ve ever made. And I’ve made some very good trades.

Art is the only investment that makes you feel something every time you look at it.

Art is the only investment that feeds the soul while growing in value.

Find something you're passionate about and stay tremendously interested in it.

I fell in love with investments.

That individual, when they are presenting to me, should get me as excited about the problem as they are.