60 Quotes by Drew Houston

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

If you're going to go to the moon, you don't shoot the rocket right at the moon. You have to go at it obliquely.

To the casual observer, the Dropbox demo video looked like a normal product demonstration, but we put in about a dozen Easter eggs that were tailored for the Digg audience. References to Tay Zonday and 'Chocolate Rain' and allusions to 'Office Space' and 'XKCD.' It was a tongue-in-cheek nod to that crowd, and it kicked off a chain reaction.

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.

Reading a book about management isn't 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.

Instead of trying to make your life perfect, give yourself the freedom to make it an adventure, and go ever upward.

One misconception is that entrepreneurs love risk. Actually, we all want things to go as we expect. What you need is a blind optimism and a tolerance for uncertainty.

People make basic assumptions based on what they have now. But you have to ask yourself, 'Is this really what people are going to be doing in five years?' Very few people ask themselves what they would actually want instead if they could wave a magic wand.

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.