Your product should sell itself, but that does not mean you don't need salespeople.

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.

The product that wins is the one that bridges customers to the future, not the one that requires a giant leap.

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

If you're waiting for encouragement from others, you're doing it wrong. By the time people think an idea is good, it's probably too late.

If you're in your early 20s and you're hanging out with a bunch of other people in their early 20s, nobody has a sense of the kinds of problems that real 'workers' run into every day. They're running into a completely different set of problems like 'what's the party going on right now that I should be going to?