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.

In truth the social media elements of the Obama campaign, while extremely innovative, did not produce a lot of results.

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 transition strategies are more important than understanding what the outcome state will be.

If I were worried about my reputation, I wouldn't do anything with start-ups

I've never been much of a joiner.