The Best Workplace Movies of All Time

Ever wondered how your work-life would translate onto the big screen? From chaotic offices to ruthless corporate ladders, the dynamics of the workplace have been the backdrop for some of cinema’s most memorable films. Our list of the top 23 workplace movies encapsulates these unique experiences, offering a blend of humor, drama, and poignant insights into the professional world. Whether you’re a 9-to-5 veteran, a fresh intern, or simply someone who loves a good movie, this list will serve as your definitive guide to the most entertaining depictions of work life. Buckle up and enjoy the ride as we traverse the landscapes of different industries and explore the complexities, triumphs, and tribulations of the characters who inhabit them.

1. Office Space (1999)

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Known for its humorously relatable depiction of the monotony of the 9-5 office job.

2. Up in the Air (2009)

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This film focuses on a corporate downsizer who spends his life in airports and hotels.

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3. The Devil Wears Prada (2006)

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A young journalist navigates the world of high fashion, with a notoriously tough editor as her boss.

4. Being John Malkovich (1999)

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A quirky movie about a strange discovery in a new workplace, leading to an exciting and bizarre journey.

5. Horrible Bosses (2011)

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A comedic take on dealing with difficult bosses, with a darkly humorous twist.

6. The Apartment (1960)

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A classic film depicting the complicated politics and ethics of office life.

7. You’ve Got Mail (1998)

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This film looks at the romantic and business challenges posed by emerging online technologies.

8. The Proposal (2009)

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This movie, set in the world of publishing, introduces an unconventional twist to office dynamics.

9. Moneyball (2011)

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A unique look at the management side of professional baseball and the strategies involved in building a competitive team.

10. Working Girl (1988)

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This film tells the inspiring story of a secretary who strives to climb the corporate ladder in the world of finance.

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11. How to Succeed in Business Without Really Trying (1967)

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A satirical look at corporate culture and how to manipulate it to one’s advantage.

12. Trading Places (1983)

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Two men’s lives are swapped as part of a bet, showcasing the dramatic disparity between the haves and the have-nots.

13. Empire Records (1995)

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This film portrays the trials and tribulations of working in a record store, under the threat of a corporate takeover.

14. 9 to 5 (1980)

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A comedy about three working women who seek revenge on their misogynistic boss.

15. Tootsie (1982)

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A struggling actor cross-dresses and lands a role in a soap opera, experiencing life as a woman in the workplace.

16. Glengarry Glen Ross (1992)

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A stark look at the high-pressure environment of real estate sales and the desperate measures salespeople will take to succeed.

17. Clerks (1994)

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A comedy about a day in the life of two convenience and video store clerks.

18. Big (1988)

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A young boy wishes to be “big” and finds himself in an adult body, navigating the world of work at a toy company.

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19. Super Troopers (2001)

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This comedy presents the shenanigans of five Vermont state troopers.

20. The Firm (1993)

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A suspenseful legal thriller revolving around a young lawyer who joins a prestigious law firm with a sinister secret.

21. The Pursuit of Happyness (2006)

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Based on a true story, this film follows a man struggling with homelessness while competing in a competitive internship at a prestigious stock brokerage firm.

22. Barbershop (2002)

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A comedy-drama about the day-to-day life in a barbershop on the South Side of Chicago.

23. High Fidelity (2000)

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A record store owner revisits past relationships through music and pop culture.

Check our collection with 70 workplace titles (including TV shows too) here

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