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Movies like Gambler (2020)

The best movies like Gambler (2020) are Easy Money (1983), Sextuplets (2019) and Chief Daddy 2: Going for Broke (2021). If Gambler hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Easy Money (1983)

    To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  2. Sextuplets (2019)

    Father-to-be Alan is shocked to learn that he was born a sextuplet. With his newfound brother Russell riding shotgun, the duo sets out on a hilarious journey to reunite with their remaining long-lost siblings.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  3. Chief Daddy 2: Going for Broke (2021)

    The Beecroft family are ready to spend all of Chief Daddy's inheritance, but not if the CEO of his company has anything to do with it.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  4. What a Mess! (1995)

    A Russian criminal steals a giant diamond from the Mafia, hides it, and suddenly runs into his unknown brothers; unexpected, absurd events with participation of the mob, doctors, musicians, Americans, militia, and gypsies ensue.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  5. I 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

  6. American 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

  7. Fun with Dick and Jane (1977)

    When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  8. Kidnapping, Caucasian Style (1967)

    Shurik, a kind but naïve ethnography student, falls in love with the intelligent, athletic and beautiful All-Union Leninist Young Communist League member Nina. He has a rival in the wealthy comrade Saakhov, who concocts a kidnapping scheme to force Nina to marry him.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  9. Mr. 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 this
  10. The 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 this
  11. Adventures in Public School (2018)

    A socially-awkward, home-schooled kid forces his way into public school against his suffocating, but loving, mother's wishes.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  12. How to Make a Killing (2026)

    Disowned at birth by his obscenely wealthy family, blue-collar Becket Redfellow will stop at nothing to reclaim his inheritance, no matter how many relatives stand in his way.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  13. 29th Street (1991)

    After winning $6.2 million in the 1976 New York State Lottery, he is arrested for throwing rocks at a church. He then tells his story at the police station.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. Me Time (2022)

    With his family away, a devoted stay-at-home dad enjoys his first me time in years by joining his hard-partying old friend on a wild birthday adventure.

    Why it matches: Recommended by TMDB viewers · both comedy

  15. Anuvahood (2011)

    Kenneth (who likes to call himself Kay) begins to realise he's just another wannabe bad boy... even less than a loser in fact. After quitting his job at Laimsbury's, Kay vows to become a respected gangster... or cry trying. A pulls-no-punches, coming-of-age story, centering on one directionless hopeless "shotter", who finds his true worth in the face of urban adversity.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  16. Six Degrees of Celebration (2010)

    A collection of several interlinked stories that happen on the New Year's eve...

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. The Pink Panther Strikes Again (1976)

    Charles Dreyfus, who has finally cracked over inspector Clouseau's antics, escapes from a mental institution and launches an elaborate plan to get rid of Clouseau once and for all.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. The Grand (2007)

    The Grand is in the tradition of improvisational comedies like Best In Show and This Is Spinal Tap. The story is set in the world of professional poker and follows six players who reach the final table of the world’s second most famous high stakes tournament, the Grand Championship of Poker.

    Why it matches: Recommended by TMDB viewers · both comedy

  19. Peculiarities of the National Fishing (1998)

    General Ivolgin, forester Kuzmich, and good-natured Lyova lose their way on a fishing trip and wind up in a neighboring country, where they decide to have a good time anyway but end up leaving their vodka and fishing equipment behind.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Criminal (2004)

    Needing a new partner capable of intricate cons, Richard Gaddis, recruits Rodrigo, a crook with a perfect poker face. The two plan a big-time scam: selling a fake Silver Certificate to currency collector William Hannigan. Rodrigo distrusts his new associate, but needs money to help out his ill father. The situation becomes more complicated when Rodrigo falls for Gaddis' sister, Valerie, drawing another player into the game.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this

Like Gambler and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Gambler?

The closest matches to Gambler are Easy Money (1983), Sextuplets (2019) and Chief Daddy 2: Going for Broke (2021). Below are 17 more, each with the reason it matches.

What should I watch after Gambler?

Start with Easy Money (1983), the closest match to Gambler.

What is the highest-rated movie like Gambler?

Kidnapping, Caucasian Style (1967), rated 7.7/10 by 310 TMDB users.

What is the newest movie like Gambler?

How to Make a Killing (2026) is the most recent release on this list.

How are movies similar to Gambler chosen?

First come films that Trakt’s viewers watch alongside Gambler, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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