9. Herb Simon – Indiana Pacers, Net Worth: $1.95 Billion
Herb Simon started his path to immeasurable wealth by co-founding Melvin Simon and Associates, a real estate company, with Melvin Simon in 1960. This small upstart has since grown into the enormous Simon Property Group. The Simon Property Group is now currently the largest, publicly-traded real estate investment company in the United States. When Herb saw his future success in real estate in 1983, he bought the Indiana Pacers for a measly $11 million dollars as a favor for the mayor of Indianapolis, Bill Hudnut.
This favor has lead to a franchise that is now worth an estimated $475 million dollars.