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- Steve Carell as Dodge Petersen
- Keira Knightley as Penelope "Penny" Lockhart
- William Petersen as Glenn
- Melanie Lynskey as Karen Amalfi
- Adam Brody as Owen
- Tonita Castro as Elsa
- Derek Luke as Alan Speck
- Connie Britton as Diane
- Patton Oswalt as Roache
- Rob Corddry as Warren
- Rob Huebel as Jeremy
- Gillian Jacobs as Katie
- T.J. Miller as Darcy
- Amy Schumer as Lacey
- Martin Sheen as Frank Petersen
- Nancy Carell as Linda Petersen