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.
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.
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.
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 I think about it, the happiest and most successful people I know don't just love what they do, they're obsessed with solving something that matters to them. They remind me of a dog chasing a tennis ball: Their eyes go a little crazy, the leash snaps and they go bounding off, plowing through whatever gets in the way.
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.
