You have got to be willing to be poor as an entrepreneur.

At every point I am besieged by people who would like me to conform to some social norm of whatever sort of social group they expect me to be a part of. I never have any identification with these social groups.

Running a start-up is like eating glass. You just start to like the taste of your own blood.

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.

Ever since Napster I've dreamt of building a product similar to Spotify.

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.'

I suffer from the delusion that every product of my imagination is not only possible, but always on the cusp of becoming real.