I had self doubts when I was a freshman in high school. I was 14 years old and not very mature, and there were a few incidents in my freshman year. I learned in a very competitive environment. The high school environment that I played in was very intense, and I learned how to be stoic and go out and compete.

When we started Airbnb, no one wanted to invest. I felt like a failure so many days. It was small, it wasn't growing... A sane person probably would have quit. But we kept going through obscurity, through rejection. We couldn't raise money — but over time, it started growing.

That was the case for me when I made Angel, which was in English and was a big flop.

Oh, absolutely. I think most overachievers are driven, not so much by the pursuit of success, but by the fear of failure. Unless failure gets very close and very nearby that fear doesn’t reach profound levels, but it drives us. It drives me to work very hard.

Elliot, he has such passion for what it was we were doing that he instilled that passion in me. He was like, “Just go for it. Make it happen.” And I would give him some wild idea, and he’d say, “Go try it.” It was that next set of just knocking down the fear of failure. Just go try anything.

Learn by doing, not learn first, then do. The way you discover what it is you like to do in life is by doing first, then learning about it.

every time I heard the word “smart” attached to anything, it means it’s pretty dumb, because no one knows what it really does. They just add “smart” as a prefix to say, “Oh, you must buy this, because it’s smart.” If they can’t tell you what it does and why it does it, don’t buy it just because it says “smart.”