Following the end of his football career, Bosworth decided to pursue a career as an actor. He starred in the 1991 action film "Stone Cold" and has had an on-again/off-again film career starring in several low budget titles such as "One Man's Justice" that went straight to DVD. In 2005, he had a role as one of the prison-guard football players in the Adam Sandler movie remake "The Longest Yard." He also starred in "Lawless", a television series for Fox that was cancelled immediately after its premiere.