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.
The transition strategies are more important than understanding what the outcome state will be.
It seems like the right thing to do is tackle problems other people aren't working on.
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
I definitely wanted to earn my freedom. But the primary motivation wasn't making money, but making an impact.
Little startups are ridiculously overfunded.
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.
A million dollars isn’t cool. You know what’s cool? A billion dollars.
I focus on things that are the highest value and do them perfectly.
There's a lot of artists whose contracts are written in such a way that they do not get paid for what's happening on streaming services.
You want people using your product because it's a part of your life, then they can't stop using it.
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.
What comes after the revolution is inevitably bureaucracy. Whoever wins the revolution builds a bureaucracy
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.
Spotify is returning a huge amount of money. We'll overtake iTunes in terms of what we bring to the record industry in under two years.
One of the difficulties in living the lifestyle I lead is that it is hard to get my friends in one place.
Look - There's good creepy and there's bad creepy. Today's creepy is tomorrow's necessity.
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.
I suffer from the delusion that every product of my imagination is not only possible, but always on the cusp of becoming real.
In truth the social media elements of the Obama campaign, while extremely innovative, did not produce a lot of results.
I've never been much of a joiner.
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.
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.
I've been doing a hybrid of investing and entrepreneurship, which I think initially I wasn't set out to do. But I realized it fit my personality.
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