Bill Hader as Milo Dean

Kristen Wiig as Maggie Dean

Luke Wilson as Lance

Ty Burrell as Rich

Boyd Holbrook as Billy

Joanna Gleason as Judy

Kathleen Rose Perkins as Carlie

Adriane Lenox as Dr. Linda Essex

Sydney Lucas as Young Maggie

Eddie Schweighardt as Young Milo

Paul Castro Jr. as Eric

Benjamin McGowan as Cullen

Jennifer Smith as Bar Woman

Genevieve Adams as Store Manager

Truck Hudson as Security Officer

Cliff Moylan as Police Officer

Ian Hyland as Waiter (uncredited)

David Garelik as College Dude (uncredited)

Jennifer Lafleur as Drunk Natalie (uncredited)

Noah Segura as Librarian (uncredited)