I grew up with a lot of friends that had a lot of abilities to do a lot of different things and chose different routes and it wasn't a great outcome for them.
My co-founder Dylan Smith and I left our junior year of college to move to the Bay Area. To the horror of our friends' parents, we actually had two other friends drop out of college to work on the product. The four of us were just working non-stop growing Box.
When you're a politician, someone always wants something from you, so they're constantly telling you how smart or great you are, and that can warp people! Exercising humility is important to me. My friends back home treat me like the same person I was when I was waiting tables.
Don't try to guess what it is people want and give it to them. Don't ask for a show of hands. Try your best to write what you like, what you think your friends would like and what you think your father would like and then cross your fingers... The most valuable thing you have is your own voice.
I had a lot of survival jobs. One was for the Witty Ditty singing-telegram company. I was in the red-and-white stripes with the straw boater hat and kazoo. Balloons. Even when you're sleeping on a friend's couch, you have to pay some kind of rent.
When I was right out of college, I felt competitive with some of the guys in my class over career stuff. It's funny now to think about it - that a friend getting a job or something had anything to do with me... I think that my relationship with my wife has played a pivotal role in the chilling out of Aaron.