Uber is a $3.5 billion lesson in building for how the world *should* work instead of optimizing for how the world *does* work

Innovation in tech favors the naive and the stubborn. If you are too rational you won't tackle problems that others once failed at.

My co-founder Dylan Smith and I left our junior year of college to move to the Bay Area. To the horror of our friends' parents, we actually had two other friends drop out of college to work on the product. The four of us were just working non-stop growing Box.

We're going from a world of customized software to standardized platforms.

My mom is proud of me. But she might not be too happy about the hours I keep or how little I eat. I wake up so late that it would be inappropriate to have breakfast. At most, I will have a snack in the day and dinner. I realize that it's not the healthiest way to live, but it's all I really have time for.

Read these 3 books - Crossing the Chasm, Innovators Dilemma and Behind the Cloud.

What happens to the Microsofts, Oracles and IBMs of the world is that when they get big enough, they don't think they need to bring that same level of focus and energy to the end-user experience.