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

You're not going to become a great manager overnight. You're not going to become a great public speaker or figure out how to raise money. These are the things you want to start the clock on as early as possible.

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.

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.

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

No one is born a CEO, but no one tells you that. The magazine stories make it sound like Mark Zuckerberg woke up one day and wanted to redefine how the world communicates [by creating] a billion-dollar company. He didn't.

Don't worry about failure; you only have to be right once.