Nobody is actually a natural C.E.O.

I'm a huge believer in clarity.

Rap helps me connect emotionally.

As companies move to web-based computing they get a lot more servers, which are difficult to manage and control. All kinds of problems can arise – security, quality and worms.

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

The person they’re working with, is going to be the person they’ll know more. So if that person leaves, they’re going to go – well, should have I left too? What did they get and how does that compare to my deal.

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

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.’

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

It’s hard in daily life. It’s even harder in management because it’s the stress of the moment.