Roger Staubach

Retired: 1979

Career Earnings: $500,000

Est. Net Worth: $600 million

Roger Staubach was a famous quarterback in the NFL, and his money from his NFL salary, as well as his endorsements from companies—like Rolaid—made him a very rich man. After he retired, he went on to make hundreds of millions in real estate, a profession that he still participates in.

In fact, in 1977, two years before he retired, Staubach started his own real estate business. Before that, he spent seven years training in real estate during the off-season with the Henry S. Miller Company. He said he got into real estate because he was “37 with three kids” and couldn’t “retire at his age.