You're better off being The Beatles than The Monkees, as a startup.

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.

I don’t believe in statistics. I believe in calculus.

When raising money, you want to look through the lens of 'What happens when things go wrong?'

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

Mark [Andressen] was more popular than me at the time ... He was like Beyoncé, I was Kelly Rowlings

Over the last ten years, technological advances have dramatically lowered the financial bar for starting a new company, but the courage bar for building a great company remains as high as it has ever been.