At the age of 27, he quit his comfortable job in corporate America at an insurance giant. He decided he was going to start his own company and compete in the same space, but he did not have much capital. So, he decided to do it from his kitchen table with only a $1,500 laptop and a UPS Store mailbox in his arsenal. He competed and he won, and he won some more, and kept winning, and then REALLY WON BIG when a private equity firm bought him out less than 10 years after inception. This ultimately made John a multi-millionaire worth dozens of millions of dollars before the age of 40.