A depressed white-collar worker tries hypnotherapy, only to find himself in a perpetual state of devil-may-care bliss that prompts him to start living by his own rules, and hatch a hapless attempt to embezzle money from his soul-killing employers.
Ron Livingston Peter Gibbons
Jennifer Aniston Joanna
David Herman Michael Bolton
Ajay Naidu Samir Nagheenanajar
Diedrich Bader Lawrence
Stephen Root Milton Waddams
Gary Cole Bill Lumbergh
Richard Riehle Tom Smykowski
Ali Wentworth Anne
Joe Bays Dom Portwood
John C. McGinley Bob Slydell
Paul Willson Bob Porter
Kinna McInroe Nina
Todd Duffey Chotchkie's Waiter
Greg Pitts Drew
Michael McShane Dr. Swanson
Linda Wakeman Laura Smykowski
Jennifer Jane Emerson Female Temp
Kyle Scott Jackson Rob Newhouse
Orlando Jones Steve
Barbara George-Reiss Lumbergh's Secretary
Tom Schuster Construction Foreman
Rupert Reyes Mexican Waiter
Jackie Belvin Swanson's Patient #1
Gabriel Folse Swanson's Patient #2
Jesse De Luna Cop at Fire
Mike Judge Chotchkie's Manager
Justin Possenti Spectator
Jack Betts Judge
Charissa Allen Jogger (uncredited)
Samantha Inoue Harte Initech Employee (uncredited)
Josh Bond Initech Security Guard (uncredited)
R.C. Keene Rush Hour Driver (uncredited)
Spencer Kayden Office Worker (uncredited)
K. Todd Lytle Rush Hour Driver (uncredited)
Cassie Townsend Rush Hour Driver's Partner (uncredited)
Heath Young Spectator (uncredited)