John Malkovich as Buck Howard

Emily Blunt as Valerie Brennan

Steve Zahn as Kenny

Tom Hanks as Mr. Gable

Colin Hanks as Troy Gable

Patrick Fischler as Michael Perry

Ricky Jay as Gil Bellamy

Griffin Dunne as Jonathan Finerman

Debra Monk as Doreen

Adam Scott as Alan

Wallace Langham as Dan Green

Jonathan Ames as Edward Kelly

Jon Stewart as Jon Stewart

Kelly Ripa as Kelly Ripa

Jacquie Barnbrook as Sheila Heller

Casey Wilson as Charity

Stacey Travis as Cindy Crown

Dale Waddington as Sleeping Woman

Jay Leno as Himself

Conan O'Brien as Conan O’Brien

Gary Coleman as Gary Coleman

Michael Winslow as Michael Winslow

Jack Carter as Jack Carter

Martha Stewart as Martha Stewart

Regis Philbin as Regis Philbin

George Takei as George Takei

Mary Hart as Mary Hart

Tom Arnold as Tom Arnold

Don Most as Tonight Show Producer

Matthew Gray Gubler as Russell

Dave Attell as Las Vegas Husband

Shane Johnson as Las Vegas Producer