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