Tommy Morrison

Record and Accolades: 48-3-1 (42 KOs); Former WBO Heavyweight Champion
Year: 2000
Crime: Possession of Drugs and Weapons
Sentence / Time Served: 2 years / 14 months
Some boxers, like many other athletes, have a hard time doing constructive things after retirement— especially if they're forced to leave the sport they love. Such was the case for Tommy Morrison, who tested positive for HIV in 1996. His career over, Morrison went on to be arrested for everything from drunk driving and assault to drug and weapon possession. The drugs and weapons landed him in prison for over a year. It's funny how those self-knockouts in one's personal life are way worse than the ones that come in the ring.