Pointy-Haired Bosses

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Comics: Words You Don't Want to Hear During Your Annual Review by Scott Adams
Novel: Babbit by Sinclair Lewis
Film: Office Space (1999)
Television: The Office (UK version), "Downsize"
Television: The Office (US version), "Pilot"
Novella: Bartleby, the Scrivener by Herman Melville
Song: "Take This Job and Shove It" by Johnny Paycheck
Film: Nine to Five (1980)
Wikipedia: Pointy-Haired Boss