The primary thing that any technology startup must do is build a product that's at least 10 times better at doing something than the current prevailing way of doing that thing. Two or three times better will not be good enough to get people to switch to the new thing fast enough or in large enough volume to matter.

The most important thing you can learn as CEO- one of the hardest things to do is, you have to discipline yourself to see your company... through the eyes of the people that you're working through. Through the eyes of the employees, through the eyes of your partners... through the eyes of the people who you're not talking to and who are not in the room.

In Silicon Valley, when you're a private company, the entrepreneur can do no wrong.

As a startup CEO, I slept like a baby. I woke up every 2 hours and cried.

Groupon looked like a very high valuation, but any investment in a great company at any stage is almost always a good investment.

Breakthrough ideas usually come from guys who look like they're hallucinating

It's hard in daily life. It's even harder in management because it's the stress of the moment.