Curt Schilling has seriously stepped up to the plate with 38 Studios, and Copernicus, his venture into the MMO genre. A longtime MMO player, Curt made an initial investment of $5 million to get 38 Studios started and has since dumped tons of his own earnings into the company.
In Curt Schilling's Next Pitch, a Harvard Business School case study, Mr. Schilling stated:
"I have put the majority of the money I've earned in my life on the table. If I make another financial investment, I will have crossed the point of no return from a personal investment and company standpoint."
You can read more over at Gamasutra.
[Thanks Kost for the tip!]