HOMETOWN: Los Angeles
SPORT: Boxing
YEARS ACTIVE: 1992 to 2008
COMPLEX SAYS: Throughout his career the Golden Boy has won 10 titles in six different weight classes and accumulated the largest PPV draw ever, generating $696 million over the course of his career. Life is still sweet for Oscar, who's now the owner of Golden Boy Promotions...uh, maybe too sweet. We'll pretend those pics never happened, Golden Boy.