Movies like Try and Win (1952)
The best movies like Try and Win (1952) are The Wedding Year (2019), Hello (2013) and Accident Man (2018). If Try and Win hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedMr. Deeds Goes to Town (1936)7.5/10 from 420 votes
- NewestRicky Gervais: Mortality (2025)Released 2025
The Wedding Year (2019)
A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisHello (2013)
The film tells the story of three best friends named Ako, Aki and Awang, who are well-known in their village for their mischievous and humourous pranks. The trio work for Pak Man. One day, they are assigned to pick up his daughter Misha, who has just returned from overseas and dreams of becoming a doctor. The trio have been in love with her for a long time but she does not pay them any heed. When Misha is robbed by a snatch thief one day, she is rescued by a doctor named Shafiq. Her face reminds the doctor of his late wife, and he begins to pursue her, which annoys the trio.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAccident Man (2018)
Mike Fallon, the Accident Man, is a stone cold killer. When a loved one is murdered by his own crew, Fallon is forced to avenge the one person who actually meant something to him.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Roast of Tom Brady (2024)
Offensive lines. Full-contact comedy. Kevin Hart hosts this all-star roast of NFL legend Tom Brady.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLEGO Marvel Avengers: Mission Demolition (2024)
A young, aspiring hero and superhero fan inadvertently unleashes a powerful new villain looking to rid the world of the Avengers.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMr. Bones (2001)
A medicine man is sent looking for the son of his tribal king, and brings back an American golfer and a host of goons intent on keeping him in the golf tournament.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisI Love My Dad (2022)
A hopelessly estranged father catfishes his son in an attempt to reconnect.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies 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 thisJimmy Carr: His Dark Material (2021)
Jimmy Carr finds humor in the darkest of places in this stand-up special that features his dry, sardonic wit — and some jokes he calls "career enders."
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRicky Gervais: Armageddon (2023)
Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisJerry Seinfeld: 23 Hours to Kill (2020)
Jerry Seinfeld takes the stage in New York and tackles talking vs. texting, bad buffets vs. so-called "great" restaurants and the magic of Pop Tarts.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRicky Gervais: Mortality (2025)
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGood Neighbor Sam (1964)
To help his divorced neighbor claim a substantial inheritance, a family man poses as her husband. The ruse spills over into his career in advertising, and his recent promotion relies on his wholesome and moral appearance.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAmazon Women on the Moon (1987)
Centered on a television station which features a 1950s-style sci-fi movie interspersed with a series of wild commercials, wacky shorts and weird specials, this lampoon of contemporary life and pop culture skewers some of the silliest spectacles ever created in the name of entertainment.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisDave Chappelle: The Unstoppable... (2025)
Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDuplex (2003)
When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Best Man Holiday (2013)
When college friends reunite after 15 years over the Christmas holidays, they discover just how easy it is for long-forgotten rivalries and romances to be reignited.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies 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 this7 Days in Hell (2015)
A fictional documentary-style expose on the rivalry between two tennis stars who battled it out in a 1999 match that lasted seven days.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSarah Silverman: Jesus Is Magic (2005)
Sarah Silverman appears before an audience in Los Angeles with several sketches, taped outside the theater, intercut into the stand-up performance. Themes include race, sex, and religion. Her comic persona is a self-centered hipster, brash and clueless about her political incorrectness. A handful of musical numbers punctuate the performance.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDer weiße Traum (1943)
The young ice skating talent, Liesl, lands a part in a new Revue at the Palast Theatre simply because she is confused with someone else. In reality, the roll was to be awarded to Lu Panther, the untalented girlfriend of the theatre's owner, Wildner. After a series of accidents and little disasters, Wildner shuts down the theatre before the Revue can take place. But the Revue's director, Ernst Eder, decides shortly thereafter to present the Revue on an ice skating rink belonging to Liesl's uncle. After a successful run, at first at the Wiener Prater, the performers move on to Spain, Hungary, and a night club with a Jazz orchestra. The Revue becomes a huge success ... and, of course, Ernst and Liesl end up together, too.
Why it matches: Similar story and style · both comedy
Teen Batti Char Raasta (1953)
Ramesh, the youngest son of a well-to-do family, falls in love with a woman he hears singing on the radio -- even though he's never seen her. When he finds out his mystery woman is Ksama, a servant in his parents' house, everything is thrown into turmoil. Will Ramesh accept Ksama? Will they get married? Love may just conquer all in this classic Bollywood melodrama.
Why it matches: Similar story and style · both comedy
Gasparone (1955)
Based on the operetta of the same name by Carl Milöcker. The residents of an Austrian town decide to teach their eccentric mayor a lesson. A young fisherman dresses up as the famous bandit Gaspare and goes to see the mayor. The mayor, terrified, flees from "Gaspare" and commits a series of ridiculous acts, becoming the laughing stock of the whole town.
Why it matches: Similar story and style · both comedy
Frühling auf dem Eis (1951)
A group of talented young people are dismissed from an ice dancing troupe as a result of the intrigues of Alida, the wife of impresario Gordon. Outraged, the young people leave Gordon's troupe and, having organized their own group, soon achieve success with audiences. Gordon, deprived of his talented performers, suffers a collapse and goes bankrupt.
Why it matches: Similar story and style · both comedy
Seesterne (1952)
Athletes secretly rehearse a water show in the pool at night to prevent the pool from being demolished and to get more people interested in swimming.
Why it matches: Similar story and style · both comedy
Mr. Deeds Goes to Town (1936)
Longfellow Deeds lives in a small town, leading a small town kind of life. When a relative dies and leaves Deeds a fortune, Longfellow moves to the big city where he becomes an instant target for everyone. Deeds outwits them all until Babe Bennett comes along. When small-town boy meets big-city girl anything can, and does, happen.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisMeet John Doe (1941)
As a parting shot, fired reporter Ann Mitchell prints a fake letter from unemployed "John Doe," who threatens suicide in protest of social ills. The paper is forced to rehire Ann and hires John Willoughby to impersonate "Doe." Ann and her bosses cynically milk the story for all it's worth, until the made-up "John Doe" philosophy starts a whole political movement.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisDer Fuehrer's Face (1943)
A marching band of Germans, Italians, and Japanese march through the streets of swastika-motif Nutziland, serenading "Der Fuehrer's Face." Donald Duck, not living in the region by choice, struggles to make do with disgusting Nazi food rations and then with his day of toil at a Nazi artillery factory. After a nervous breakdown, Donald awakens to find that his experience was in fact a nightmare.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisIt Started with Eve (1941)
A young man asks a hat check girl to pose as his fiancée in order to make his dying father's last moments happy. However, the old man's health takes a turn for the better and now his son doesn't know how to break the news that he's engaged to someone else, especially since his father is so taken with the impostor.
Why it matches: Similar story and style · both comedy
Three Little Pigs (1933)
The two pigs building houses of hay and sticks scoff at their brother, building the brick house. But when the wolf comes around and blows their houses down (after trickery like dressing as a foundling sheep fails), they run to their brother's house. And throughout, they sing the classic song, "Who's Afraid of the Big Bad Wolf?".
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like Try and Win?
The closest matches to Try and Win are The Wedding Year (2019), Hello (2013) and Accident Man (2018). Below are 27 more, each with the reason it matches.
What should I watch after Try and Win?
Start with The Wedding Year (2019), the closest match to Try and Win.
What is the highest-rated movie like Try and Win?
Mr. Deeds Goes to Town (1936), rated 7.5/10 by 420 TMDB users.
What is the newest movie like Try and Win?
Ricky Gervais: Mortality (2025) is the most recent release on this list.
How are movies similar to Try and Win chosen?
First come films that Trakt’s viewers watch alongside Try and Win, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.