Sport: Football
Team(s): Houston Oilers
Champion: American Football League (1961 and 1962)
Offense(s): Counterfeiting
Sentence: Five years. Served two and a half years.

Before the Houston Oilers joined the NFL, running back Billy Cannon was Mr. Everything, amassing 2,043 all-purpose yards throughout the season and eventually helping the Oilers defeat the Chargers, 10-3, to win the 1961 AFL Championship. After calling it quits, Cannon started a career as an orthodontist. He had a respectable practice until he was arrested in 1983 for counterfeiting. Cannon created $50 million in $100 dollar bills and buried the money in the backyard of one of the houses he rented out to other people. After serving half of his sentence, Cannon was released but his conviction didn't help him regain his practice.