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

At the end of the day, money is just a proxy for votes. That is what makes politics so vulnerable to social media.

Part of the challenge of being an entrepreneur, if you're going for a really huge opportunity, is trying to find problems that aren't quite on the radar yet and try to solve those

Solving specific problems is what drives me. I am not interested in having a career. I never have been.

Look: There's good creepy and there's bad creepy. Today's creepy is tomorrow's necessity.

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.'

The leader of a company needs to have a decision tree in his head - if this happens, we go this way, but if it winds up like that, then we go this other way.