Mike Judge Director, Writer, Screenwriter Ron Livingston Peter Gibbons Actor Jennifer Aniston Joanna Actor David Herman Michael Bolton Actor Ajay Naidu Samir Actor Diedrich Bader Lawrence Actor Stephen Root Milton Waddams Actor Gary Cole Bill Lumbergh Actor Richard Riehle Tom Smykowski Actor John C. McGinley Bob Slydell Actor Ali Wentworth Anne Actor Rupert Reyes Mexican Waiter Actor Todd Duffey Chotchkie's Waiter (Brian) Actor Jennifer Emerson Female Temp Actor Daniel Rappaport Producer Guy Riedel Executive Producer Michael Rotenberg Producer John Frizzell Original Music Tim Suhrstedt Cinematographer David Rennie Film Editing Nancy Klopper Casting Edward T. McAvoy Production Design Adele Plauche Art Director Carla Curry Set Decoration Melinda Eshelman Costume Design Felicity Bowring Key Makeup Artist Bonnie Clevering Key Hair Stylist Udi Nedivi Unit Production Manager Rip Murray First Assistant Director Michael Bayer Set Dresser Marc Dabrusin Set Dresser