10 Movies & Shows Like Cadillac Man (1990)

10 Movies & Shows Like Cadillac Man (1990) Similar movies

If you enjoyed the chaotic charm and dark humor of 'Cadillac Man' (1990), you're in for a treat! This article explores 10 similar movies and shows that capture the same blend of fast-talking salesmanship, workplace antics, and unexpected crises. Whether you're a fan of Robin Williams' frenetic energy or love stories with a twist of absurdity, these picks will keep you entertained.

Used Cars (1980)
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Used Cars (1980)

Description: A dark comedy centered around the cutthroat world of car salesmen, filled with outrageous schemes and high-pressure tactics.

Fact: The film was initially rated X by the MPAA due to its language, but was later re-rated R after edits. It was one of Kurt Russell's early comedic roles.

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Tin Men (1987)
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Tin Men (1987)

Description: A satirical look at the competitive and often unethical world of aluminum siding salesmen in the 1960s, highlighting the absurdity of their rivalry.

Fact: The film was inspired by director Barry Levinson's own experiences growing up in Baltimore. It's part of his 'Baltimore Trilogy' alongside 'Diner' and 'Avalon'.

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Glengarry Glen Ross (1992)
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Glengarry Glen Ross (1992)

Description: A gripping drama that delves into the desperation and moral compromises of real estate salesmen under extreme pressure to perform.

Fact: The film is based on David Mamet's Pulitzer Prize-winning play. Alec Baldwin's famous 'Always be closing' speech was written specifically for the movie.

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Suicide Kings (1997)
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Suicide Kings (1997)

Description: A dark comedy-thriller about wealthy young men who kidnap a retired mobster to fund a business deal, exploring themes of greed and manipulation.

Fact: Christopher Walken's character was originally written as much more violent, but he insisted on playing him with more humor and charm.

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Boiler Room (2000)
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Boiler Room (2000)

Description: A tense drama about the high-pressure world of stockbrokers who use aggressive sales tactics and deception to push questionable investments.

Fact: The film's script was inspired by real-life boiler room operations. Director Ben Younger spent months researching brokerage firms to ensure authenticity.

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The Promotion (2008)
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The Promotion (2008)

Description: A workplace comedy about two grocery store managers competing for a promotion, showcasing the petty rivalries and absurdities of corporate ladder-climbing.

Fact: The film was shot in just 25 days. Many scenes were improvised by the cast, including Seann William Scott and John C. Reilly.

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The Wolf of Wall Street (2013)
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The Wolf of Wall Street (2013)

Description: A wild, excessive portrayal of stockbrokers living the high life through fraudulent practices and relentless salesmanship.

Fact: The film holds the record for most uses of the F-word in a non-documentary film (569 times). It's based on Jordan Belfort's memoir of the same name.

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The Goods: Live Hard, Sell Hard (2009)
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The Goods: Live Hard, Sell Hard (2009)

Description: A raucous comedy about a team of mercenary car salesmen who use every trick in the book to move inventory, featuring over-the-top characters and chaotic energy.

Fact: Many of the film's improvised lines made it into the final cut. The movie was originally titled 'The Goods: The Don Ready Story'.

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The Informant! (2009)
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The Informant! (2009)

Description: A quirky true-story comedy about a corporate whistleblower whose own lies and schemes become increasingly bizarre.

Fact: Matt Damon gained 30 pounds for his role as Mark Whitacre. The film's score was composed by Marvin Hamlisch, known for his work on 'The Sting' and James Bond films.

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The Joneses (2009)
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The Joneses (2009)

Description: A satirical look at consumerism and keeping up appearances, following a fake family hired to subtly promote products to their neighbors.

Fact: The concept was inspired by real-life 'stealth marketing' tactics used by companies. Demi Moore trained for months to perform her own golf scenes.

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