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.

In an IT lead world, incumbents generally win because they have the existing relationship with the IT organization.

Startups live at the intersection of existential crisis and everything going perfectly great.

I think people are always able to achieve more than they think they can. While that’s cliche, I don’t know if managers think about that enough. You have to set your sights extremely high.

Jeff Bezos is opening a retail store and owns a newspaper. Turns out everything we thought about the Internet is wrong.

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

It's unfortunate biologically we have to sleep.