James Kirkland

Record and Accolades: 30-1-0 (27 KOs); Former WBO NABO light middleweight champion
Year: 2009
Crime: Gun Possession
Sentence / Time Served: 2 years / 17 months
James Kirkland has served a ton of time in prison for brandishing a gun on two separate occasions. The first time, dude served 30 months for armed robbery. He followed that up by getting another 24 months after a routine traffic stop led to the discovery of a firearm in his car. So when we say that Kirkland loves to show off his guns, do you really know what we mean?