Office Space (1999)
Mike Judge's 1999 cubicle satire. Ron Livingston, Jennifer Aniston, Stephen Root as Milton.
Actor: Gary Cole
Gary Cole played Bill Lumbergh in Office Space, and the delivery of the memo speech has become one of the most quoted things in American workplace comedy. Talladega Nights, Veep and The Good Fight fill out a substantial comic career, and he voiced Harvey Birdman.