Uber is a $3.5 billion lesson in building for how the world *should* work instead of optimizing for how the world *does* work

Tip: Take the stodgiest, oldest, slowest moving industry you can find. And build amazing software for it.

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

I think I'm the kind of person who would be very difficult to employ - I'm pretty annoying, but driven.

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

There's a lot of pride that business owners have. It's actually really critical that pride and ownership extends to everyone in the organization. I think of everyone is in the same boat in driving the company forward.

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