Oscar De La Hoya
De La Hoya was one of the best boxers of his era, becoming a six-weight world champion. Some people will think that it’s laughable to include him on this list because he achieved so much. He also made a lot of money from his boxing success. But there’s no denying that his party antics curtailed his career and affected his relationships.

Everybody knows that the ‘Golden Boy’ had a serious cocaine problem. He abused the drug like there was a limited supply and this had an affect on his legacy. One infamous incident saw him adorn tabloid covers after he dressed up in women’s lingerie while entertaining a woman. His otherwise great career finished with a whimper (via The Sun).