Jeanne Tripplehorn, Sigourney Weaver, and J.K. Simmons have joined the cast of Tim Allen's 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. THR points out the "parallels to [Allen's] own experience as an ex-con. (He served time for cocaine possession.)" Judd Pillot and John Peaslee wrote the screenplay and Allen will make his directorial debut.