"Big wins tend to be accompanied by some combination of bigger decisions, more uncertainty, and greater risk.

If you want to play at a higher level, you need to be comfortable with greater swings of highs and lows: mentally, emotionally, financially.

You can avoid the swings, but you might be forced to play at a lower level."

“Basically, when you get to my age, you’ll really measure your success in life by how many of the people you want to have love you actually do love you. I know people who have a lot of money, and they get testimonial dinners and they get hospital wings named after them. But the truth is that nobody in the world loves them. If you get to my age in l... See more

I think our competitive aim is always been... This is going to sound like very basic but it’s true. It’s just we do what we say we’re going to do when we say we’re going to do it. We just try to practice extreme reliability. And it’s an accruing advantage because the more people know that you’ll do what you say you’re going to do, you’re going to t... See more

It’s an entrepreneurial trope, and a tired one, to believe that I should maximize every aspect of launching . Most everybody who's been in my shoes heralds events as the best way to get people in the door, which is another way of saying that events are the best way to make money. Money is important, sure, but I’ve generally found it to be a shitty ... See more

J Curves are stretch opportunities where you take on a role outside your comfort zone. In the best case, these roles make you feel like you’re on a whole different planet. They’re high risk, but if you succeed, they accelerate your growth like nothing else can.

These opportunities can be transformative for someone’s career trajectory but they are al... See more

"I have learned that whenever I think "I don't have enough time to do that" what I usually mean is "I don't have enough energy" or "I am not actually interested in doing this."

What I need to do a better job of is not managing my time, but rather caring for myself and identifying my true interests. When I am well rested and working on something I a... See more

Defining time well spent for yourself is one of the most important tasks of going day to day in this life.