Team(s): Cincinnati Reds (1975 & 1976); Philadelphia Phillies (1980)
Champion: World Series (1975, 1976, 1980)
Offense(s): Tax evasion
Sentence: Five months
Pete Rose dominated the game of baseball throughout his career; his career hits record still stands at 4,256. And while he did "do him," he also helped secure three World Series titles, two with the Reds and one with the Phillies. Ironically, that same "do me" attitude showed through on April 20, 1990 when Rose was found guilty of falsifying his income tax returns by not reporting the money he received from selling autographs and memorabilia. As a result, Rose was sentenced to five months in prison.