Skype has a great engineering team, which I like to describe as 'all of Estonia.'

Technology is like water; it wants to find its level. So if you hook up your computer to a billion other computers, it just makes sense that a tremendous share of the resources you want to use - not only text or media but processing power too - will be located remotely.

I've been an entrepreneur three times. I started three companies.

People are so bad at driving cars that computers don't have to be that good to be much better. Any time you stand in line at the D.M.V. and look around, you're like, 'Oh, my God, I wish all these people were replaced by computer drivers.'

There's always more demands than there's time to meet them, so it's constantly a matter of trying to balance them

An awful lot of successful technology companies ended up being in a slightly different market than they started out in.

Out of ten swings at the bat, you get maybe seven strikeouts, two base hits, and if you are lucky, one home run. The base hits and the home runs pay for all the strikeouts