19. Oscar De La Hoya, Boxing
De La Hoya earned a great deal of money as one of the best boxers in the world, but it was after he stepped out of the ring—when he founded Golden Boy Promotions, which organizes major fights around the world—that he amassed his $510 million fortune. His battle with Floyd Mayweather was one of the biggest boxing events in the modern era, giving De La Hoya a $52 million paycheck.
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