I feel for all of the people at 38, including Mr. Schilling.
The real bummer here is that Schilling didn't have anyone to slap him around or only let him have $10m of his $50m fortune to throw down the black hole. Not knowing exactly what you're doing in game development is a great way to blow through any amount of money.
I sincerely doubt that Curt Schilling is any kind of diabolical mastermind. I think he just lost his entire fortune and was probably in a lot of denial up until the last minute. He's not having any fun right now.
Running a small business is brutal for anyone. He was a noob at business and game development.
Here's hoping those folks all find good jobs soon.