BOOKER T—$5 MILLION

Booker T is another colorful character in the world of entertainment wrestling. He was played by Robert Booker Tio Huffman, who, interestingly enough, was able to extricate himself out of a life of crime prior to hitting it big in entertainment wrestling.

Booker and his brother first signed with wrestling outfit WCW, and even competed as a tag team, eventually winning the tag team championship in 1994. Booker T was also, to his credit, the first African-American to win the World Championship belt in WWE, leading veteran wrestler Kurt Angle to call him “one of the top five best of all time.”