Movies like THE GYPTIAN (1988)
The best movies like THE GYPTIAN (1988) are Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016), The Errand Boy (1961) and Chris Rock: Kill the Messenger (2008). If THE GYPTIAN hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedKiller Bean Forever (2008)7.2/10 from 201 votes
- NewestHostile Takeover (2025)Released 2025
Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)
Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThe Errand Boy (1961)
Paramutual Pictures wants to know where all the money is going so they hire Morty to be their spy. Morty works for Mr. Sneak and gets a job in the mail room so that he can have access to the lot. But all that Morty ever finds is that he can cause havoc no matter what he does.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisChris Rock: Kill the Messenger (2008)
An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket). Topics include the ongoing presidential campaign, the possibility of a black president, George W. Bush, gas prices, low-paid jobs, ringtones and bottled water, sex, relationships and the correct use of the n-word
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisGotcha! (1985)
A student on a trip to France is tricked into smuggling secrets across the Iron Curtain by a sexy spy.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisKevin Hart: I'm a Grown Little Man (2009)
Fresh off the heels of appearing in movies like Superhero Movie and The 40 Year-Old Virgin, fast-talking comedian Kevin Hart stars in this live stand-up performance where he makes fun of everything and everybody - especially himself.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisTaylor Tomlinson: Quarter-Life Crisis (2020)
Comedian Taylor Tomlinson is halfway through her 20s — and she's over it. From dating losers to a failed engagement, she takes aim at her life choices.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisIliza Shlesinger: War Paint (2013)
Her innocent appearance is just a cover for Last Comic Standing winner Iliza Shlesinger's acerbic, stream-of-conscious comedy that she unleashes on an unsuspecting audience in her hometown of Dallas in "War Paint," her first stand-up special.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRicky Gervais Live: Animals (2003)
Ricky Gervais entertains a live audience in his first stand-up routine.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThunderstruck (2012)
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Paper Tigers (2020)
Three middle aged men polish their martial arts skills to avenge their fallen master.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHostile Takeover (2025)
Follows Pete, a professional hitman, as he faces a group of assassins after the boss of a crime syndicate suspects disloyalty due to his attendance at Workaholics Anonymous meetings.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJim Gaffigan: Beyond the Pale (2006)
The affable, towheaded comic demonstrates his hysterical brand of self-effacing comedy and deadpan delivery at two sold-out shows at Chicago's Vic Theater. It's OK to laugh at this pale white guy...'cause nobody's laughing at Jim Gaffigan harder than Jim Gaffigan!
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisHow to Irritate People (1969)
A pre-Monty Python mockumentary, written by and presented by John Cleese, that provides tips on learning how to irritate people.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHeld Up (1999)
What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is taken hostage in a stickup at the local Sip and Zip.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisKiller Bean Forever (2008)
When things go bad in Beantown, top assassin Killer Bean is called to clean-up the mess. Detective Cromwell finds himself in the middle between Killer Bean and mob boss Cappuccino.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisJimmy O. Yang: Good Deal (2020)
In his debut standup special, Good Deal, Jimmy will tell you all about his take on Asian representation, how he learned to speak English from rap videos, dating tall women, and pursuing his dreams only to disappoint his old school Chinese parents. From assimilation to representation, Jimmy O. Yang delivers an absolutely hilarious hour of comedy in Good Deal.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisHow to Rob a Bank (2007)
Caught in the middle of a bank robbery, a slacker and a bank employee become the ones who arbitrate the intense situation.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisAmerican Dreamer (2022)
In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisPsych 2: Lassie Come Home (2020)
After Santa Barbara Police Chief Carlton Lassiter is ambushed and left for dead, Shawn and Gus return to help him and find themselves embroiled in a case involving the personal, the professional – and even the supernatural.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisRay Romano: Right Here, Around the Corner (2019)
Ray Romano first cut his stand-up teeth at the Comedy Cellar in New York. Now, in his first comedy special in 23 years, he returns to where it all began.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like THE GYPTIAN?
The closest matches to THE GYPTIAN are Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016), The Errand Boy (1961) and Chris Rock: Kill the Messenger (2008). Below are 17 more, each with the reason it matches.
What should I watch after THE GYPTIAN?
Start with Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016), the closest match to THE GYPTIAN.
What is the highest-rated movie like THE GYPTIAN?
Killer Bean Forever (2008), rated 7.2/10 by 201 TMDB users.
What is the newest movie like THE GYPTIAN?
Hostile Takeover (2025) is the most recent release on this list.
How are movies similar to THE GYPTIAN chosen?
First come films that Trakt’s viewers watch alongside THE GYPTIAN, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.