Jennifer Aniston, Horrible Bosses, John Slattery, Mad Men

New Line, AMC

It's National Boss Day!

Hopefully, you're happily celebrating with your supervisor right now. But if you're not too fond of your boss, think of it this way: It could be worse, you could be the employee of a zany Hollywood character.

From Jennifer Aniston's sex-crazed dentist in Horrible Bosses to John Slattery's skirt-chasing, chain-smoking exec in Mad Men, from Jack Gleeson's obnoxious teen tyrant in Game of Thrones to Meryl Streep's fickle fashionista in The Devil Wears Prada, Tinseltown has whipped up some wicked work-enforcers.

See which bad bosses made our list!

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