2009 was one of the busiest, most insane, stressful periods in my entire career. I was raising a bunch of money, buying a bunch of Twitter. I saw my friend fired as CEO of Twitter. Uber was growing like a weed. As these companies get bigger and bigger, there's more and more friction. Being public was the last thing I wanted to do at the time.
I spent a lot of time learning how to define myself internally rather than externally. I learned how to care less about external validation. I think that's given me a renewed confidence in speaking out loud. I kind of don't care what people think about me. I feel a lot more confident in saying what I believe.
Uber has an information advantage, a computational advantage. There's massive structural advantages to the player who's smartest about how to deploy cars, where to deploy cars, how to adjust pricing dynamics, how to ensure supply of drivers - the party that understands best the behavior of riders.
I have one of the self-driving Teslas; it drives itself periodically. It's a marvel of science, but it's still frightening. I think we've got a while before regulators and the general public wrap their heads around the path that will lead to the ubiquity of driverless cars. There's no doubt Uber will be a leader in that space.