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Movies like The Gypsy Aristocrat (1986)

The best movies like The Gypsy Aristocrat (1986) are Easy Money (1983), Chief Daddy 2: Going for Broke (2021) and Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016). If The Gypsy Aristocrat hooked you with its comedy, these 30 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. 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
  3. 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 this
  4. Class Rank (2017)

    Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn a thing or two about love.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  5. No Time for Sergeants (1958)

    Georgia farm boy Will Stockdale is about to bust with pride. He’s been drafted. Will’s ready. But is Uncle Sam ready for Will?

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  6. Hard to Die (1990)

    While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series of killings six months previously, is at the bottom of the whole thing. Little do they know the real horror that they face in the end.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  7. 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

  8. 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
  9. Accident 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 this
  10. Oscar (1991)

    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 about to keep his promise.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  11. After the Ball (2015)

    After the Ball, a retail fairy tale set in the world of fashion. Kate's dream is to design for couturier houses. Although she is a bright new talent, Kate can't get a job. No one trusts the daughter of Lee Kassell, a retail guru who markets clothes "inspired" by the very designers Kate wants to work for. Who wants a spy among the sequins and stilettos? Reluctantly, Kate joins the family business where she must navigate around her duplicitous stepmother and two wicked stepsisters. But with the help of a prince of a guy in the shoe department her godmother's vintage clothes and a shocking switch of identities, Kate exposes the evil trio, saves her father's company -- and proves that everyone can wear a fabulous dress.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  12. 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
  13. Driver's Ed (2026)

    A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. Louis C.K.: Ridiculous (2026)

    From a bee getting shot in New York City to paying strangers to take his aging father, Louis C.K. unleashes the ridiculous thoughts in his mind.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  15. Clear History (2013)

    Nathan Flomm, in order to avoid the humiliation of having missed out on a hugely successful business, assumes a new identity on Martha's Vineyard. He plots revenge when his former business partner moves to the same town.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  16. The Distinguished Gentleman (1992)

    A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows from lobbyists.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Like a Boss (2020)

    Two female friends with very different ideals decide to start a beauty company together. One is more practical, while the other wants to earn her fortune and live a lavish lifestyle.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. Bill Burr: Walk Your Way Out (2017)

    No-nonsense comic Bill Burr takes the stage in Nashville and riffs on fast food, overpopulation, dictators and gorilla sign language.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. Henry's Crime (2010)

    An aimless man is sent to prison for a crime he did not commit, an ex-con targets the same bank he was sent away for robbing.

    Why it matches: Recommended by TMDB viewers · both comedy

  20. Jerry 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 this
  21. Tamtakos, The Electronic Gypsy (1987)

    Tamtakos runs a computer store. He has a sister who wants to get maried a fortune hunter.

    Why it matches: Similar story and style · both comedy

  22. Tamtakos Lives! (1990)

    Tamtakos wants to do business in Albania so he can be rich quickly.

    Why it matches: Similar story and style · both comedy

  23. Tamtakos in the Navy (1988)

    Tamtakos is serving in the Navy and his commander assigns him to watch over his daughter. But what will happen when he discovers that the commander's daughter is dating an officer from his unit?

    Why it matches: Similar story and style · both comedy

  24. Wilbur Wants to Kill Himself (2002)

    The strange comedy film of two close brothers; one, Wilbur, who wants to kill himself, and the other, Harbour, who tries to prevent this. When their father dies leaving them his bookstore they meet a woman who makes their lives a bit better yet with a bit more trouble as well.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  25. Underground Entertainment: The Movie (2011)

    On the 20th anniversary of their edgy little 90's cable show Underground Entertainment, the authors, along with many SF, horror and B celebrities in cameos, remember how they pushed the envelope, shocked, entertained, but also introduced the audience to many movies, comics and conventions.

    Why it matches: Similar story and style · both comedy

  26. Back to the Future (1985)

    Eighties teenager Marty McFly is accidentally sent back in time to 1955, inadvertently disrupting his parents' first meeting and attracting his mother's romantic interest. Marty must repair the damage to history by rekindling his parents' romance and - with the help of his eccentric inventor friend Doc Brown - return to 1985.

    Why it matches: Similar story and style · both comedy

    Absolute CinemaMovies like this
  27. Snatch (2000)

    Unscrupulous boxing promoters, violent bookies, a Russian gangster, incompetent amateur robbers, and supposedly Jewish jewellers fight to track down a priceless stolen diamond.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  28. Three Colors: White (1994)

    Polish immigrant Karol Karol finds himself out of a marriage, a job and a country when his French wife, Dominique, divorces him after six months due to his impotence. Forced to leave France after losing the business they jointly owned, Karol enlists fellow Polish expatriate Mikołaj to smuggle him back to their homeland.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  29. Italian for Beginners (2000)

    Several lonely hearts in a semi-provincial suburb of a town in Denmark use a beginner's course in Italian as the platform to meet the romance of their lives. The film, which unspools the connections and family drama shared between the students, complies with several aesthetic principles of Dogme 95 movement.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  30. Pretty Woman (1990)

    Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges Edward's no-nonsense approach to life, and soon they are teaching each other – and falling in love!

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this

Like The Gypsy Aristocrat and something else?

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

Frequently asked questions

What are the best movies like The Gypsy Aristocrat?

The closest matches to The Gypsy Aristocrat are Easy Money (1983), Chief Daddy 2: Going for Broke (2021) and Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016). Below are 27 more, each with the reason it matches.

What should I watch after The Gypsy Aristocrat?

Start with Easy Money (1983), the closest match to The Gypsy Aristocrat.

What is the highest-rated movie like The Gypsy Aristocrat?

Back to the Future (1985), rated 8.3/10 by 22,751 TMDB users.

What is the newest movie like The Gypsy Aristocrat?

Louis C.K.: Ridiculous (2026) is the most recent release on this list.

How are movies similar to The Gypsy Aristocrat chosen?

First come films that Trakt’s viewers watch alongside The Gypsy Aristocrat, 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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