A lot of times it's an asset to not know everything about everything... A lot of really great, innovative things have happened when people just didn't know it wasn't supposed to be possible.

There are 30,000 days in your life. When I was 24, I realized I’m almost 9,000 days down. There are no warm-ups, no practice rounds, no reset buttons. Your biggest risk isn’t failing, it’s getting too comfortable. Every day we’re writing a few more words of a story. I wanted my story to be an adventure and that’s made all the difference. Instead of trying to make your life perfect, give yourself the freedom to make it an adventure, and go ever upward.

Where you live matters: there’s only one MIT. And there's only one Hollywood and only one Silicon Valley. This isn't a coincidence: for whatever you're doing, there's usually only one place where the top people go. You should go there. Don’t settle for anywhere else. Meeting my heroes and learning from them gave me a huge advantage. Your heroes are part of your circle too - follow them.

When you’re in school, every little mistake is a permanent crack in your windshield. But in the real world, if you’re not swerving around and hitting the guard rails every now and then, you’re not going fast enough. Your biggest risk isn’t failing; it’s getting too comfortable.

We've had customers from the beginning. The reason people use Dropbox is because they really love it. We think more about who is going to be competing with what we are going to be doing, not with where we started.

You become the average of the five people you hang out with.

The only way to learn on a zero dollar budget is to talk to people