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)
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.


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'.


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.


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.


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.


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.


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.


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'.


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.


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.
