If you have a dream, you can spend a lifetime studying, planning, and getting ready for it. What you should be doing is getting started.

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.

If you have a dream, you can spend a lifetime studying, planning, and getting ready for it. What you should be doing is getting 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.

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.

Software touches all of these different things you use, and tech companies are revolutionizing all different areas of the world...from how we shop to how farming works, all these things that aren't technical are being turned upside down by software. So being able to play in that universe really makes a difference.