Horrible On-Screen Bosses We Love to Hate

From the devil who wears Prada to the pencil-pusher with all those TPS reports, be glad you don't work for any of these seriously bad supervisors.

By Kate Schweitzer

Jun 14, 2011

John P. Johnson

From the devil who wears Prada to the pencil-pusher with all those TPS reports, be glad you don't work for any of these seriously bad supervisors.

John P. Johnson

Dr. Julia Harris

From: Horrible Bosses
Job Title: Dentist
Sure, Julia (Jennifer Aniston) is one hot doc, but that doesn't mean her dental hygienist Dale (Charlie Day) wants to have sex with her. After he refuses her highly inappropriate advances, she threatens to blackmail him with some seriously saucy pictures she took while he was unconscious. No wonder dentists get a bad rap!

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Courtesy of Matt Groening/Fox

Montgomery Burns

From: The Simpsons
Job Title: Owner, Springfield Nuclear Power Plant
With Homer Simpson as an employee, it's no wonder Mr. Burns has an evil streak. Still, the frail old man — who curls his fingers and mutters, "Excellent…" before doing anything sinister — uses his immense power and wealth to do whatever he wants to the occasionally good people of Springfield … some things so awful they can only really be captured in animation.

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