What does Mike Tyson say? 'Everybody's got a plan until they get punched in the face.' Everyone's an investment champ until the market goes down.

You actually deeply understand personal finance. So, you know that, kind of like making turkey dinner for Thanksgiving, once you put it in the oven, you let that thing cook. Do not fiddle around with it; you're just messing it up. But it's really hard, even for super smart people, especially entrepreneurs who love control, they really feel the need to fiddle around, and it's so counterproductive with investing.

Do I save and invest 12% per year? Okay, great. What if my partner and I make an agreement every year we're going to increase that number by 1%? If you just made that decision alone, that's worth hundreds of thousands of dollars—more than all the coffee you'll ever buy in your life combined.

The real lesson there is don't try to pick individual stocks; pick a nice target date fund or index fund, and then let it ride, and you will have more money than you know what to do with.

We have to be very, very conscious of the things we buy, because once they come into our home and once they become part of our identity, it is almost impossible to get rid of them.

For most people, you will find that if they get a nice, simple 8% annualized return rate over time and they continue contributing, they actually have more money than they know what to do with. It takes time, yes, but I want to challenge people to really think about this sensibly.

Whatever you see on Reddit, you should immediately close that window and never listen to any financial advice on that fucking site.

I'm still praying, one day, can there be an intelligent troll out there? And, so far, no. It's very difficult ... I get anti-vaxxers who write me. I tell them, 'You would have trouble deciphering a menu at Olive Garden, and you're over here giving me medical advice? I don't think so.'

I guess I have something against right-wing extremism. So, yeah, I'm pretty straightforward and direct about that ... I don't accept it, and like, fuck that. And I talk about raising taxes on the rich, including me. I go, yeah, we should. I pay historically low taxes. We should.

Money is not just about math. In fact, we overvalue math and we undervalue psychology.

There's more to life than metrics, you Silicon Valley nerds ... Sometimes, in fact, the best companies know... That's why they advertise in Times Square. They can't track that. But they do it because it's the right thing to do, and it's about branding.

More Americans would be comfortable talking about their sex lives than their credit card debt. That's actually research.

Part of my philosophy is save for the big things before you need them because you know that they're going to happen.