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.

In a user lead model, users are bringing in their own technology... and you can build software then, around the user.

The 10% between 90% done to 100% done takes most of the time, causes most of the stress, but is all of the value.

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.

We're enamored with the concept that there's always a price. But sometimes, your goal is to build a great company, not sell it.

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?

If every customer is using your product "correctly", you'll never learn anything interesting about what to do next.