The bigger you get, the harder this gets because the more aggressive the people working for you are.

Here's Kanye, the great musical genius of his generation in hip hop, but, like, society really can't even deal with him because he's always saying something that people go, 'Oh, I can't believe Kanye said that. I can't believe he did that.'

The right answer on raises is you have to be formal. You have to be formal to save your own culture.

It's pretty clear that [customers] know what their budgets are now, and what they want to spend it on.

You don't need every investor to believe that you can succeed. You only need one.

Volatility and length, that's the value on an option. 10 years on a startup stock, that's a big valuable thing.

In all the difficult decisions that I made through the course of running Loudcloud and Opsware, I never once felt brave. In fact, I often felt scared to death. I never lost those feelings, but after much practice, I learned to ignore them. That learning process might also be called the courage development process.