Oscar De La Hoya: $200 Million
Oscar De La Hoya embarked on his global boxing dominance journey shortly after high school, winning a 1992 Olympic gold medal and continuing until his retirement in 2009. The “Golden Boy” captured ten world titles across six weight divisions, accumulating $200 million from his boxing career and his fight promotion company, Golden Boy Productions. De La Hoya generated $700 million in pay-per-view revenue, a record that has since been surpassed. His career record boasts 39 wins (30 by knockout) and six losses.