Bernard Hopkins: $40 Million
Bernard Hopkins discovered a passion for boxing while serving nearly five years in prison as a teenager. After his release, he turned pro and emerged as the dominant middleweight of the 1990s and early 2000s. From 1994 to 2005, Hopkins recorded 20 title defenses and became the first male boxer to hold the WBA, WBC, IBF, and WBO titles simultaneously. 2011 he became the oldest champion after defeating Jean Pascal for the light heavyweight championship at 46.