I had to learn to get comfortable in a role of ambiguity where I had to seek out advisers and learn quickly.

Whatever career you're in, assume it's going to be a massive failure. That way, you're not making decisions based on success, money and career. You're only making it based on doing what you love.

Customers are willing to try new things, and if you can survive, you will have fewer competitors. It's like entering the eye of the storm. As long as you are strong enough to survive, you can end up in still water by yourself.

Designers + artists see potential in things where others do not. I think artists in many ways are the original entrepreneurs.

The stuff that matters in life is no longer stuff. It's other people. It's relationships. It's experience.

There's no such thing as a good or bad culture, it's either a strong or weak culture. And a good culture for somebody else may not be a good culture for you.

I'm not saying the whole world will work this way, but with Airbnb, people are sleeping in other people's homes and other people's beds. So there's a level of trust necessary to participate that's different from an eBay or Facebook.