He received a 30-game suspension from the league after going into the stands and brawling with Detroit Pistons supporters during the November 19, 2004 disturbance at The Palace of Auburn Hills.

On October 6, 2006, there were police reports that Jackson and three other Pacers players were involved in an argument with several patrons at Club Rio, a strip club in Indianapolis. Jackson was punched by one of the patrons and was hit by a car, rolling onto the hood. His injuries were considered minor. Jackson says he fired several gunshots from a 9-mm pistol as an act of self-defence. However, prosecutors later said he fired first. Jackson was charged October 11, 2006 with a felony count of criminal recklessness.