I actually don't think it matters how early or late you are as long as you hit critical mass.

Reading a book about management isnt going to make you a good manager any more than a book about guitar will make you a good guitarist, but it can get you thinking about the most important concepts.

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

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.

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.

If you start your own thing, you can learn a lot really fast from doing things wrong.