I tend to not discriminate when it comes to people I can learn from. Basically, if someone has built a meaningful business in software, technology or media, faced disruption and adversity, and overcame underdog status, I want to know how they did it.

Any time where the delta b/w what is possible and how things work today is at its widest, that's an opportunity to go build new technology.

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.

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.

The most customer-centric organizations can answer any question by deciding what's best for the customer, without ever having to ask.

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.