10 Hilarious Boss Comedies You Can’t Miss

10 Hilarious Boss Comedies You Can't Miss Workplace Comedies

Ever had a boss that made you laugh or cringe? These films take the often tumultuous relationship between bosses and employees and turn it into pure comedy gold. From overbearing tyrants to well-meaning but clueless superiors, this collection showcases the lighter side of office life. Whether you're looking to poke fun at your own work experiences or just need a good laugh, these movies are sure to entertain.

Nine to Five (1980)
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Nine to Five (1980)

Description: Three female office workers plot revenge against their sexist, egotistical, lying, hypocritical bigot of a boss. This film is a classic in the genre of workplace comedies.

Fact: The film was inspired by a 1973 song of the same name by Dolly Parton, who also stars in the movie. The film's theme song became a hit, reaching number one on the Billboard Hot

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The Secret of My Success (1987)
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The Secret of My Success (1987)

Description: A young man from Kansas moves to New York to work for his uncle's company, only to find himself in a battle with his uncle for control of the corporation.

Fact: Michael J. Fox's character, Brantley Foster, was originally named Carlton Whitfield in the script. The film was remade in India as "Bheja Fry".

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Office Space (1999)
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Office Space (1999)

Description: Peter Gibbons, an office worker, decides to rebel against his soul-crushing job and his micromanaging bosses. This film has become a cult classic for its depiction of office life.

Fact: The character of Milton was inspired by a real-life employee at Mike Judge's former office job. The TPS reports mentioned in the film are a nod to the real-life "TPS" (Time Processing System) used in some companies.

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The Devil Wears Prada (2006)
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The Devil Wears Prada (2006)

Description: A young aspiring journalist lands a job as the assistant to a ruthless fashion magazine editor, learning the hard way about the cutthroat world of high fashion.

Fact: Meryl Streep based her character, Miranda Priestly, on Vogue editor Anna Wintour. The film was nominated for two Golden Globe Awards.

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Horrible Bosses (2011)
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Horrible Bosses (2011)

Description: Three friends, fed up with their intolerable bosses, hatch a plan to get rid of them. This film captures the universal fantasy of dealing with a bad boss in the most comedic way possible.

Fact: The film was so successful it spawned a sequel, "Horrible Bosses 2", in

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Horrible Bosses 2 (2014)
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Horrible Bosses 2 (2014)

Description: The three friends from "Horrible Bosses" are back, this time dealing with a new boss who turns out to be even worse than their previous ones.

Fact: The film features a cameo by Jamie Foxx, reprising his role from the first movie. The plot was inspired by the 1988 film "Brewster's Millions".

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The Intern (2015)
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The Intern (2015)

Description: A 70-year-old widower becomes an intern at a fashion website, where he learns about the modern workplace and forms an unlikely bond with his young, driven boss.

Fact: Robert De Niro's character, Ben Whittaker, was originally written for a much younger actor. The film was inspired by a real-life intern program at a tech company.

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The Boss (2016)
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The Boss (2016)

Description: A titan of industry is sent to prison after being caught for insider trading. After her release, she rebuilds her empire with the help of her former assistant.

Fact: Melissa McCarthy, who plays the titular boss, also co-wrote the film. The character was inspired by real-life business moguls like Martha Stewart.

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Up in the Air (2009)
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Up in the Air (2009)

Description: A corporate downsizer travels the country firing people, but his life changes when he meets a fellow traveler and a new employee who challenges his lifestyle.

Fact: The film was nominated for six Academy Awards. George Clooney's character, Ryan Bingham, was inspired by real-life corporate downsizers.

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The Internship (2013)
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The Internship (2013)

Description: Two salesmen whose careers have been torpedoed by the digital age find their way into a coveted internship at Google, where they must compete with a group of tech-savvy geniuses.

Fact: The film was shot on location at Google's headquarters. Vince Vaughn and Owen Wilson previously worked together in "Wedding Crashers".

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