Running a start-up is like eating glass. You just start to like the taste of your own blood.
You have got to be willing to be poor as an entrepreneur.
It seems like the right thing to do is tackle problems other people aren't working on.
The transition strategies are more important than understanding what the outcome state will be.
I definitely wanted to earn my freedom. But the primary motivation wasn't making money, but making an impact.
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
A million dollars isn’t cool. You know what’s cool? A billion dollars.
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.
Little startups are ridiculously overfunded.
You want people using your product because it's a part of your life, then they can't stop using it.
I can sort of do what I want. Maybe I have to work harder to prove myself in some new relationship because they've heard some wacky stories about me. But at least I can get the meeting.
You just keep pushing yourself harder and harder to achieve more and more - I don't think it's ever quite as glamorous as it appears on the outside.
I focus on things that are the highest value and do them perfectly.
I suffer from the delusion that every product of my imagination is not only possible, but always on the cusp of becoming real.
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.
I've never been much of a joiner.
Your biggest challenge as an entrepreneur is not concealing your idea from others or keeping your idea a secret, it is actually convincing people that you're not crazy and that you can pull this off.
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.'
You actually don't want people thinking your product is cool, because then you're a fad.
If I were worried about my reputation, I wouldn't do anything with start-ups
You can now be a master of your own destiny. I'm not sure why you would sign up with a record label.
There is no simple answer to what I think.
I think the perception of wealth and power is that things just become easier and easier when in reality as you raise the stakes things become more stressful.
I lived on couches for something like six months. I had no home. I was totally broke. I would stay at a friend's house for two weeks, then move because I didn't want to become this permanent mooch.
Look - There's good creepy and there's bad creepy. Today's creepy is tomorrow's necessity.
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