What it means to do any sort of creative work, whether you're Jackson Pollock or Spike Lee or anyone in between, is persistently and consistently discovering how it's not done before you stumble onto something that other people didn't expect that works.

I've written 7,950 blog posts, and half of them are below average, some of them are terrible, and a few are really, really good. But if I had said 'I'm only going to publish the really good ones,' I'd never have a blog and I would never know which one was going to be a really good one. Now, blogging doesn't make me nervous because I've done it too many times.

If you're headed to the moon, you can be off by a few inches in the landing and be fine, but if you're off by a few inches in the launch, then you're gonna be off by a million miles.

If you hire the right folks and you can trust them, then you can hand them the keys to the castle and let them go run with it

Failure isn't a bad thing. It's just admitting that you've learned something.

I'm super proud of my failures. I've had more failures than most people, and that's the key. I wouldn't trade in any of them because if you don't have the failures, it means that you're not leaning toward the edges that allow you to do creative work.

You can get the same benefits of longer duration exercise, and maybe even more brain benefits on the neurogenesis side of things, by doing these really intense short sprints

If you want to raise $5 million or $50 million to build some fancy tech startup, well, why don't you start by being a jobber and importing some stuff from Ali Baba and figuring out if you can sell it. Because if you can't do that with a $500 investment, why on Earth would anyone give you $50 million?

Admitting to myself that I didn't know everything and it was okay to ask for help was the biggest change that I made over the last 10 plus years

The honest truth is everybody has to go through their own experience. I can tell somebody 'It's not going to make you happy to be successful,' but there's gonna be some percentage of people who need to figure that out themselves.

I feel that one of the greatest issues we face today, especially in the United States, is this idea of experience stretching ... Everything that you own is a small burden on you.

An MBA is essentially at the fingertips of anyone that wants, really, 10 times the education of a two-year degree or graduate degree by starting your own business.

I look at that [mental health] as one of the pillars of longevity ... If you don't have a sound and stable mind, that's going to lead to not only problems right now but certainly ones in the future with all sorts of things, whether it be business or relationships or just [your ability] to have a good night's sleep. All these things hinge upon a sound mind.

When it comes to shipping creative work, people are saying to themselves, 'What will I tell the others, and what will I tell myself? Because if I'm on the hook, then I have to accept responsibility. I can't blame my boss; I don't have one. I can't blame my co-workers; I don't have them. I did this, and it didn't work. What will I tell myself? What will I tell the others?' And if we don't know what to tell them... then we're dead ... On the other hand, if we can train ourselves to say 'I learned something today, and I get to play again tomorrow,' well, that's a good thing to be able to tell yourself.

Bitcoin is like super valuable now and appreciated 10x in the last year or whatever, 5x in last year, but... my price target is in the hundreds of thousands of dollars.

Eventually.... every great CEO that I know has transformed from somebody who had a lot to prove to somebody who has a higher purpose for their work.

One of the best things I did was invest in several months of therapy with my wife before we got married

Strong convictions, but loosely held

There have just been so many different types of diseases and issues related to there being excess glucose in the body... Not only does it lead to pre-diabetes and then diabetes... but there are many scientists that are calling dementia and Alzheimer's [disease] type 3 diabetes.

Getting less than 8 hours [of sleep] is decreasing your lifespan and leading to all kinds of crazy things like cancers and dementia