Crazy on the Outside

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)