The market is ridiculously overcrowded with early stage investors. This results in a talent drain, where the best talent gets diffused and work for their own startups.

Gray hats are the ones who think they're doing good, but they're not. You learn that when the FBI shows up on your doorstep.

Facebook isn't helping you make new connections, Facebook doesn't develop new relationships, Facebook is just trying to be the most accurate model of your social graph. There's a part of me that feels somewhat bored by all of this.

My interactions with Sorkin were agonisingly weird. He is by far the weirdest person I have ever met. I had dinner with him and a few hours before I got an e-mail from his assistant saying, 'Sean, this does not need to be a long conversation. Aaron is only going to use it to win your trust.'

Facebook is such a basic utility. It's something that is such a part of peoples' lives, I think it's hard to imagine it going away.

You can now be a master of your own destiny. I'm not sure why you would sign up with a record label.

I definitely wanted to earn my freedom. But the primary motivation wasn't making money, but making an impact.