Entrepreneurship: 10% coach, 20% player, 30% cheerleader, 40% waterboy.

You intentionally start small, because you will not be able to compete with an incumbent... because the incumbent is always going to go for the full solution.

I don't use many apps. I use naps.

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.

Better to be right about the trend and wrong about the implementation, than the other way around.

If people don't think the odds are against you, you're doing it wrong.

Listen to your customers, but don't always build exactly what they're telling you. This is a really key distinction around building enterprise software.