Best startups generally come from somebody needing to scratch an itch.

Leaving America means renouncing your citizenship, moving out of the country and leaving family and friends behind. You can retain your citizenship if you like, but you'll still be away from loved ones and still be paying taxes. You lose all the good stuff about America and have to keep all the bad stuff.

Generally speaking, experience counts for something. So you'd expect entrepreneurs who've been through the ups and downs of a tech startup to have an advantage over the newcomers. Or at least have an equal chance at success. But in fact the opposite may be true. A number of venture capitalists I've spoken with have said that too many "old guard" entrepreneurs are not being bold enough in their business decisions, and it's hurting their startups.

Startups Are Hard. So Work More, Cry Less, And Quit All The Whining

Best startups generally come from somebody needing to scratch an itch.

I live a fairly simple life, and that didnt change much after I sold TechCrunch in 2010. I didnt buy a new house or even a new car. The one thing I did splurge on was a boat. Nothing too fancy or large.

Customer research produces bland products. We're producing a piece of art.