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

Groupon looked like a very high valuation, but any investment in a great company at any stage is almost always a good investment.

In Silicon Valley, when you're a private company, the entrepreneur can do no wrong.

When I was CEO, and I'd listen to music, a lot of people listen to music and you get inspiration from it. And a lot of things in hip hop are very instructive for being in business. Particularly, hip hop is a lot about business, and so it was very useful for me in any job.

In a company, hundreds of decisions get made, but objectives and goals are thin.

Business ends up being very dynamic and situational.

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.