3. John Madden – $200 million
Born in 1936, John Madden is a former American football player and also a former Super Bowl-winning head coach with the Oakland Raiders back in the 1970s.
Have you heard of Madden NFL video game? That EA Sports video game franchise debuted in 1989 was sold for more than 43 million copies. For that game, Madden signed a $300 million endorsement deal with EA Sports.
Upon retirement from coaching, he did not leave too far from the field. He became the NFL telecast color commentator for CBS, Fox, ABC, and NBC until 2009. From his various fields of career, he bagged $200 million of estimated net worth.
Madden has fear of flying. He admitted that he is claustrophobic. Thus, he traveled around the country on a customized coach-bus, the Madden Cruiser. In contrary, his wife holds a private pilot license.