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.

When you're doing something you're passionate about, stress becomes a featurenot a bug.

The benefit to building a startup is that customers don't have the same kind of friction when they adopt new technology.

That's already been tried before only means the first attempt got it wrong.

If there could've ever been a magical time to build an enterprise software company, now is absolutely that time.

Too little process and you can't get good work done. Too much process and you can't get any work done. Most companies never find the middle.

I'm obsessed with speed. I'm always asking myself, 'Why can't we do things faster? Why can't it happen more efficiently? Why is this requiring three meetings instead of one?'