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Movies like Crooked Business (2023)

The best movies like Crooked Business (2023) are Class Rank (2017), The Distinguished Gentleman (1992) and Chris Rock: Kill the Messenger (2008). If Crooked Business hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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
  2. 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
  3. Chris 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 this
  4. 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

  5. Trouble on Wheels (2015)

    After the death of his wife and father, Kudret, who has always lived by the book, decides to go on a road trip to save a girl.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  6. Wedding Association 2: Circumcision (2015)

    Ismail and his old screwball crew land themselves in hot water when his grandson's circumcision evolves into a buzz-making citywide event.

    Why it matches: Recommended by TMDB viewers · both comedy

  7. Chris Rock: Tamborine (2018)

    Chris Rock takes the stage for his first comedy special in 10 years, filled with searing observations on fatherhood, infidelity and American politics.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  8. The 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 this
  9. Tokatçı (1984)

    A tragicomedy dramatizing how an innocent villager is driven into the crime world only to collect enough cash to make his biggest dream come true: Return to his village home and marry the girl next door.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  10. Gotcha! (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 this
  11. The Ladies Man (1961)

    After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with all these females?

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  12. 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
  13. The Dream Team (1989)

    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 the job.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. Hostile 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 this
  15. Duplex (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 this
  16. Magic Carpet Ride (2005)

    A struggling, suicidal young comedian meets a car thief who is willing to teach him a few things about his profession.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Jimmy 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 this
  18. 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
  19. Dirty Mary Crazy Larry (1974)

    Down-on-their-luck racers Larry and Deke steal from a supermarket manager to buy a car that will help them advance their racing chances. Their escape does not go as planned when Larry's one-night stand, Mary, tags along for the ride.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Back to the Beach (1987)

    A former beach boy and his wife go to California to visit their daughter and become part of the new beach scene.

    Why it matches: Recommended by TMDB viewers · both comedy

Like Crooked Business and something else?

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

Frequently asked questions

What are the best movies like Crooked Business?

The closest matches to Crooked Business are Class Rank (2017), The Distinguished Gentleman (1992) and Chris Rock: Kill the Messenger (2008). Below are 17 more, each with the reason it matches.

What should I watch after Crooked Business?

Start with Class Rank (2017), the closest match to Crooked Business.

What is the highest-rated movie like Crooked Business?

The Dream Team (1989), rated 6.1/10 by 265 TMDB users.

What is the newest movie like Crooked Business?

Hostile Takeover (2025) is the most recent release on this list.

How are movies similar to Crooked Business chosen?

First come films that Trakt’s viewers watch alongside Crooked Business, 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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