Jeanne Tripplehorn, Sigourney Weaver and J.K. Simmons are set to join actor Tim Allen in his directorial debut of the ex-con comedy, Crazy on the Outside.

According to The Hollywood Reporter, Allen will play a newly released prisoner who tries to persuade his single-mom parole officer (Tripplehorn) to date him. His struggle to rebuild his life is further complicated by a loving but manipulative older sister (Weaver) and her sarcastic, taunting husband (Simmons).

Ray Liotta, Kelsey Grammer and Julie Bowen also star in the film, which reunites Allen with his Galaxy Quest co-star Weaver and draws some parallels to his own experience as an ex-con. (He served time for cocaine possession.)