Everything about the enterprise, and then by definition the software the enterprise uses has changed - just in the last 5 years.

I interned at Miramax and subsequently at Paramount because I was really curious about the future of entertainment - how were we going to get films online? While the inspiration for Box didn't come from that experience directly, it was very obvious that bigger businesses had a lot of slow processes and cumbersome technology.

I think bad politics are incredibly dangerous, so it's important to make sure that people are communicating well. Culture and morale are super important. It's best to not force it, but let it happen organically and genuinely.

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.

I have a lot of faults. I often interrupt in meetings. I talk too loud. I talk too fast.

I think I'm the kind of person who would be very difficult to employ - I'm pretty annoying, but driven.

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