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Tim Allen Tommy Sigourney Weaver Viki Ray Liotta Gray J.K. Simmons Ed Julie Bowen Christy Kelsey Grammer Frank Jeanne Tripplehorn Angela Helen Slayton-Hughes Grandma Kenton Duty Ethan Papadopolous Daniel Booko Cooper Luboja Karle Warren Alex Luboja Robert Baker Lance Casey Sander Prison Guard Jon Gries Edgar Malcolm Goodwin Rick John Hayden Judge Pierce Meeghan Holaway Tina Jean St. James Mrs. Pierce Rocky La Porte Rocky Mariano Mendoza Prisoner #1 Scarlett Chorvat Cindy Hector Atreyu Ruiz Prisoner #2 Annie McKnight Drive-Thru Pirate Evelyn Iocolano Denise/Hygienist Rosa Nellie Ruiz Maid Paul Tranghese Holding Cell Cop Maggie Palomo Counter Person Tahmus Rounds Pee Cup Guy Jeff Kueppers Steve/Walking Man Darla Delgado Gray's Girlfriend Wayne Morse Police Officer Robert Harvey Dental Patient Justin Alvarez Mitch Paul Grace Airline Captian Caitlin O'Connor Baseball Fan Ceasar F. Barajas Prisoner (uncredited) Kate Clarke Tommy's Mother (uncredited)