Movies Like Gentlemen of Fortune

If you liked Gentlemen of Fortune (1971), a comedy and crime movie directed by Aleksandr Sery, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Where the Money Is (2000)
★ 5.9/10Also comedy and crime
Henry Manning has come up with a new way to break out of prison: fake a stroke and get transferred to a nursing home. It's a perfect plan, except for one thing: the woman assigned to take care of him at the nursing…
2
Things Change (1988)
★ 6.2/10Also comedy and crime
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…
3
Bottle Rocket (1996)
★ 6.7/10Also comedy and crime
Upon his release from a mental hospital following a nervous breakdown, the directionless Anthony joins his friend Dignan, who seems far less sane than the former. Dignan has hatched a harebrained scheme for an…
4
The Brink's Job (1978)
★ 6.2/10Also comedy and crime
In 1950, a group of unlikely criminal masterminds commits the robbery of the century. Led by Tony Pino, a petty thief fresh out of prison, and Joe McGinnis, who specializes in planning lucrative capers, the gang robs…
5
The Parts You Lose (2019)
★ 6.6/10Also drama and crime
An unlikely friendship unfolds between a young deaf boy, Wesley, and a fugitive criminal who takes refuge in an abandoned barn on the family’s rural North Dakota farm.
6
The Asphalt Jungle (1950)
★ 7.5/10Also crime and drama
Recently paroled from prison, legendary burglar "Doc" Riedenschneider, with funding from Alonzo Emmerich, a crooked lawyer, gathers a small group of veteran criminals together in the Midwest for a big jewel heist.
7
LaRoy, Texas (2024)
★ 6.8/10Also crime and comedy
Broke and depressed, Ray is mistaken for a dangerous hitman and given an envelope of cash. Along with his P.I. friend Skip, he must escape the actual hitman to make it out of LaRoy alive.
8
Find Me Guilty (2006)
★ 6.6/10Also comedy and crime
Based on the true story of Jack DiNorscio, a mobster who defended himself in court for what would be the longest mafia trial in U.S. history.
9
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy and crime
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
10
How to Rob a Bank (2007)
★ 5.8/10Also comedy and crime
Caught in the middle of a bank robbery, a slacker and a bank employee become the ones who arbitrate the intense situation.
11
Hooking Up (2020)
★ 6.3/10Also comedy and drama
Bailey and Darla embark upon a misguided and mutually deceitful form of therapy, one in which they must drive across the country, re-enacting Darla's colorful history as a sex addict. As their true motivations for the…
12
Oscar (1991)
★ 6.4/10Also comedy and crime
Angelo "Snaps" Provolone made his dying father a promise on his deathbed: he would leave the world of crime and become an honest businessman. Despite having no experience in making money in a legal fashion, Snaps sets…
13
The Dream Team (1989)
★ 6.1/10Also comedy and crime
Four mental patients on a field trip in New York City must save their caring chaperone, who ends up being taken to a hospital in a coma after accidentally witnessing a murder, before the killers can find him and finish…
14
SubUrbia (1997)
★ 6.2/10Also comedy and drama
A group of suburban teenagers try to support each other through the difficult task of becoming adults.
15
No One Would Tell (1996)
★ 7/10Also drama and crime
Shy sixteen-year-old Stacy Collins can't believe that the most popular guy in school, an attractive athlete named Bobby Tennison, is interested in her. At first she is flattered by his constant attention, but then he…
16
Matchstick Men (2003)
★ 7/10Also comedy and drama
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.
17
Going in Style (1979)
★ 7/10Also crime and comedy
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.
18
Wrong Cops (2013)
★ 6.1/10Also crime and comedy
A group of bad cops look to dispose of a body that one of them accidentally shot.
19
The Cheap Detective (1978)
★ 6.4/10Also comedy and crime
A spoof of the entire 1940s detective genre. San Francisco private detective, Lou Pekinpaugh is accused of murdering his partner at the instigation of his mistress—his partner's wife.
20
See Spot Run (2001)
★ 6.1/10Also comedy and crime
A drug sniffing agent canine is a target for an assassin boss so the FBI calls Witness Protection to send him somewhere else. Meanwhile a single Mom puts her 6 year old boy James in the care of her irresponsible…