Movies like Cadillac Man (1990)
The best movies like Cadillac Man (1990) are Things Change (1988), Monsieur Verdoux (1947) and Matchstick Men (2003). If Cadillac Man hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks
- Highest ratedAnatomy of a Murder (1959)7.8/10 from 1,245 votes
- NewestSabotaging the Squad (2023)Released 2023
Things Change (1988)
Jerry, a misfit Mafia henchman, is assigned the low-level job of keeping an eye on Gino, a shoe repairman fingered by the Mob to confess to a murder he didn't commit. But Gino's mistaken for a Mafia boss, and the two are suddenly catapulted to the highest levels of mobster status. Only friendship will see them through this dangerous adventure alive!
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisMonsieur Verdoux (1947)
The film is about an unemployed banker, Henri Verdoux, and his sociopathic methods of attaining income. While being both loyal and competent in his work, Verdoux has been laid-off. To make money for his wife and child, he marries wealthy widows and then murders them. His crime spree eventually works against him when two particular widows break his normal routine.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Worth the HypeMovies like thisMatchstick Men (2003)
A phobic con artist and his protege are on the verge of pulling off a lucrative swindle when the con artist's teenage daughter arrives unexpectedly.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisGoing in Style (1979)
Three kindly old men decide to light up the dimming twilight of their lives with a last blaze of glory – by sticking up a Manhattan bank in broad daylight.
Why it matches: Recommended by TMDB viewers · both crime & comedy
Worth the HypeMovies like thisThe Big White (2005)
To remedy his financial problems, a travel agent has his eye on a frozen corpse, which just happens to be sought after by two hitmen.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisExcess Baggage (1997)
A rich brat fakes her own kidnapping, but in the process ends up locked in the trunk of a car that gets stolen.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisShadow of the Thin Man (1941)
While attending a major horse race with their young son, Nick Jr., Nick and Nora Charles witnesse a shocking murder from the crowded grandstand. What first appears to be an isolated killing soon leads to a maze of corruption, blackmail, gambling scandals, and criminal intrigue. As Nick investigates, he encounters suspicious bookmakers, dishonest officials, rival gangsters, and a mysterious killer determined to stay ahead of the law. Nora, as always, is never far from the action, bringing her quick wit and fearless curiosity to the case.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Worth the HypeMovies like thisDirty Mary Crazy Larry (1974)
Down-on-their-luck racers Larry and Deke steal from a supermarket manager to buy a car that will help them advance their racing chances. Their escape does not go as planned when Larry's one-night stand, Mary, tags along for the ride.
Why it matches: Recommended by TMDB viewers · both crime & comedy
Popcorn FlickMovies like thisFamily Plot (1976)
Spiritualist Blanche Tyler and her cab-driving boyfriend encounter a pair of serial kidnappers while trailing a missing heir in California.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisWoman of Straw (1964)
Anthony Richmond schemes to get the fortune of his tyrannical, wheelchair-using tycoon uncle Charles Richmond by persuading Maria, a nurse he employs, to marry him.
Why it matches: Recommended by TMDB viewers · both crime & drama
Popcorn FlickMovies like thisLogan Lucky (2017)
Trying to reverse a family curse, brothers Jimmy and Clyde Logan set out to execute an elaborate robbery during the legendary Coca-Cola 600 race at the Charlotte Motor Speedway.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisYoung Adult (2011)
A divorced writer from the Midwest returns to her hometown to reconnect with an old flame, who's now married with a family.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisThe Cat's Meow (2002)
Semi-true story of the Hollywood murder that occurred at a star-studded gathering aboard William Randolph Hearst's yacht in 1924.
Why it matches: Recommended by TMDB viewers · both drama & crime
SnoozefestMovies like thisJohnny Dangerously (1984)
An honest, goodhearted man is forced to turn to a life of crime to finance his neurotic mother's skyrocketing medical bills.
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisScarlet Street (1945)
Cashier and part-time starving artist Christopher Cross is absolutely smitten with the beautiful Kitty March. Kitty plays along, but she's really only interested in Johnny, a two-bit crook. When Kitty and Johnny find out that art dealers are interested in Chris's work, they con him into letting Kitty take credit for the paintings. Cross allows it because he is in love with Kitty, but his love will only let her get away with so much.
Why it matches: Recommended by TMDB viewers · both drama & crime
Worth the HypeMovies like thisTakers (2010)
A seasoned team of bank robbers, including Gordon Jennings, John Rahway, A.J., and brothers Jake and Jesse Attica successfully complete their latest heist and lead a life of luxury while planning their next job. When Ghost, a former member of their team, is released from prison he convinces the group to strike an armored car carrying $20 million. As the "Takers" carefully plot out their strategy and draw nearer to exacting the grand heist, a reckless police officer inches closer to apprehending the criminals.
Why it matches: Recommended by TMDB viewers · both crime & drama
Popcorn FlickMovies like thisGone in 60 Seconds (1974)
Insurance investigator Maindrian Pace and his team lead double-lives as unstoppable car thieves. When a South American drug lord pays Pace to steal 48 cars for him, all but one, a 1973 Ford Mustang, are in the bag. As Pace prepares to rip-off the fastback, codenamed "Eleanor", in Long Beach, he is unaware that his boss has tipped off the police after a business dispute.
Why it matches: Recommended by TMDB viewers · both crime & drama
Popcorn FlickMovies like thisBig Trouble (2002)
The story of how a mysterious suitcase brings together, and changes, the lives of a divorced dad, an unhappy housewife, two hitmen, a pair of street thugs, two love struck teens, two FBI men and a psychedelic toad. Based on Pulitzer Prize-winning humorist Dave Barry's best-selling first novel, "Big Trouble."
Why it matches: Recommended by TMDB viewers · both comedy & crime
Popcorn FlickMovies like thisWhere the Sidewalk Ends (1950)
A police detective's violent nature keeps him from being a good cop.
Why it matches: Recommended by TMDB viewers · both crime & drama
Worth the HypeMovies like thisHeist (2001)
Joe Moore has a job he loves. He's a thief. His job goes sour when he gets caught on security camera tape. His fence, Bergman, reneges on the money he's owed, and his wife may be betraying him with the fence's young lieutenant. Moore and his partner, Bobby Blane, and their utility man, Pinky Pincus, find themselves broke, betrayed, and blackmailed. Moore is forced to commit his crew to do one last big job.
Why it matches: Recommended by TMDB viewers · both crime & drama
Popcorn FlickMovies like thisAnatomy of a Murder (1959)
Semi-retired Michigan lawyer Paul Biegler takes the case of Army Lt. Manion, who murdered a local innkeeper after his wife claimed that he raped her. Over the course of an extensive trial, Biegler parries with District Attorney Lodwick and out-of-town prosecutor Claude Dancer to set his client free, but his case rests on the victim's mysterious business partner, who's hiding a dark secret.
Why it matches: Similar story and style · both crime & drama
Worth the HypeMovies like thisLadies They Talk About (1933)
A moll, imprisoned after participating in a bank robbery, helps with a breakout plot.
Why it matches: Similar story and style · both crime & drama
Popcorn FlickMovies like thisWords of Devotion: To the End of the World (2010)
IT guy meets corporate golden boy. They can’t stand each other—until they maybe can’t stop thinking about each other.
Why it matches: Similar story and style · both comedy & drama
Alex in Wonderland (1970)
Bohemian Alex Morrison has just finished directing his first feature length movie. In its previews, the movie is considered a critical, artistic and surefire commercial success. As such, Alex seemingly has his choice of what his next project will be. As he makes the rounds both in the Hollywood community and European movie centers for ideas, he fantasizes about movie scenarios of those everyday situations he is in.
Why it matches: Similar story and style · both comedy & drama
Jawbreaker (1999)
When an exclusive clique of teenage socialites accidentally murder their best friend on the morning of her birthday, the three girls responsible conspire to hide the truth.
Why it matches: Similar story and style · both comedy & crime
Popcorn FlickMovies like thisMy Geisha (1962)
Famed movie director Paul Robaix breaks with tradition by not casting his actress-comedienne wife, Lucy Dell, in his latest film production, a version of Madame Butterfly. Undaunted, the resourceful Lucy wings her way to Tokyo and, masquerading as a Japanese geisha, lands the coveted role from her unsuspecting husband! But in front of the cameras (and behind the pancake makeup), Lucy faces greater challenges: her lecherous leading man - and a husband who is beginning to realize that his talented new "discovery" seems vaguely familiar...
Why it matches: Similar story and style · both comedy
Siren of the Tropics (1927)
Marquis Sévéro, a rich, lazy Parisian, wants to divorce his wife so that he can marry his own goddaughter Denise. But Denise herself loves André Berval, an engineer employed by the marquis. Filled with jealousy, the marquis sends André to the Antilles, to prospect some land he has just acquired. He promises André that he can marry Denise if he is successful in the tropics, but he then writes to Alvarez, his manager at the site, asking him to prevent André from ever returning to France. The brutal Alvarez forms an instant hatred for André when the engineer breaks up Alvarez's attempt to rape Papitou, a beautiful native girl. Papitou becomes devoted to André, and protects him against Alvarez's schemes. But she faces a crisis herself when she learns that André plans to marry Denise.
Why it matches: Similar story and style · both drama
Sabotaging the Squad (2023)
Missy discovers the coveted role she's scored as head coach of her daughter's cheer squad comes with a deadly price.
Why it matches: Similar story and style · both drama
The Brothers Karamazov (1958)
Ryevsk, Russia, 1870. Tensions abound in the Karamazov family. Fyodor is a wealthy libertine who holds his purse strings tightly. His four grown sons include Dmitri, the eldest, an elegant officer, always broke and at odds with his father, betrothed to Katya, herself lovely and rich. The other brothers include a sterile aesthete, a factotum who is a bastard, and a monk. Family tensions erupt when Dmitri falls in love with one of his father's mistresses, the coquette Grushenka. Two brothers see Dmitri's jealousy of their father as an opportunity to inherit sooner. Acts of violence lead to the story's conclusion: trials of honor, conscience, forgiveness, and redemption.
Why it matches: Similar story and style · both drama
Popcorn FlickMovies like thisÉl (1953)
Gloria encounters Francisco, a man whose social veneer betrays a truer self burrowed underneath.
Why it matches: Similar story and style · both drama
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Cadillac Man?
The closest matches to Cadillac Man are Things Change (1988), Monsieur Verdoux (1947) and Matchstick Men (2003). Below are 27 more, each with the reason it matches.
What should I watch after Cadillac Man?
Start with Things Change (1988), the closest match to Cadillac Man.
What is the highest-rated movie like Cadillac Man?
Anatomy of a Murder (1959), rated 7.8/10 by 1,245 TMDB users.
What is the newest movie like Cadillac Man?
Sabotaging the Squad (2023) is the most recent release on this list.
Are there English movies like Cadillac Man?
Yes: Things Change (1988), Monsieur Verdoux (1947) and Matchstick Men (2003).
How are movies similar to Cadillac Man chosen?
First come films that Trakt’s viewers watch alongside Cadillac Man, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.





























