9. Jim Brown
Career Earnings: Roughly $400,000
Net Worth Now: $50M
Jim Brown is the greatest football player to ever play and he hung it up in his prime to pursue acting. Looks like he made the right choice. When he retired he led in just about every statistical category and was the highest paid player at a whopping $60,000 a year (hard to give that up, right?). Brown became the first black action star appearing in The Dirty Dozen and cult favorites like Three the Hard Way and I'm Gonna Git You Sucka. He's also written several books, has been an activist for equality, and was a paid consultant for the Cleveland Browns for a couple years.