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- Jason Bateman as Nick Hendricks
- Charlie Day as Dale Arbus
- Jason Sudeikis as Kurt Buckman
- Jennifer Aniston as Dr. Julia Harris, D.D.S.
- Colin Farrell as Bobby Pellitt
- Kevin Spacey as David Harken
- Jamie Foxx as Dean "Motherfucker" Jones
- Donald Sutherland as Jack Pellit
- Celia Finkelstein as Margie Emerman
- Julie Bowen as Rhonda Harken
- P.J. Byrne as Kenny Sommerfeld
- Lindsay Sloane as Stacy
- Meghan Markle as Jamie