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?'

Entrepreneurship: 10% coach, 20% player, 30% cheerleader, 40% waterboy.

If you don't go to every level of your company, you distance yourself from the marketplace and from your people.

Startups often win because it's easier to see what comes next when you don't have to worry about maintaining what came last.

Look for new enabling technologies that create a wide gap between how things have been done and how they can be done.

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.

You want to find the really crazy but still somewhat reasonable outliers within the customer ecosystem.