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)

Heath Young as Spectator (uncredited)