Ron Livingston character Peter Gibbons
Jennifer Aniston character Joanna
David Herman character Michael Bolton
Ajay Naidu character Samir Nagheenanajar
Diedrich Bader character Lawrence
Stephen Root character Milton Waddams
Gary Cole character Bill Lumbergh
Richard Riehle character Tom Smykowski
Alexandra Wentworth character Anne
Joe Bays character Dom Portwood
John C. McGinley character Bob Slydell
Paul Willson character Bob Porter
Kinna McInroe character Nina
Todd Duffey character Brian
Greg Pitts character Drew
Michael McShane character Dr. Swanson
Linda Wakeman character Laura Smykowski
Jennifer Jane Emerson character Female Temp
Kyle Scott Jackson character Rob Newhouse
Orlando Jones character Steve - Magazine Salesman
Barbara George-Reiss character Peggy - Lumbergh's Secretary
Tom Schuster character Construction Foreman
Rupert Reyes character Mexican Waiter
Jackie Belvin character Swanson's Patient #1
Gabriel Folse character Swanson's Patient #2
Jesse De Luna character Cop at Fire
Mike Judge character Stan - Chotchkie's Manager
Justin Possenti character Spectator
Jack Betts character Judge
Charissa Allen character Jogger (uncredited)
Josh Bond character Initech Security Guard (uncredited)