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Movies like The Day the Bookies Wept (1939)

The best movies like The Day the Bookies Wept (1939) are Hannibal Buress: Comedy Camisado (2016), Fun with Dick and Jane (1977) and Taking Care of Business (1990). If The Day the Bookies Wept hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Hannibal Buress: Comedy Camisado (2016)

    He's a kamikaze gambler. A one-arm cuddler. And if his fly is down, so be it. A night of sly riffs and slow burns.

    Why it matches: Recommended by TMDB viewers · both comedy

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  2. 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
  3. Taking Care of Business (1990)

    An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.

    Why it matches: Recommended by TMDB viewers · both comedy

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  4. Eenie Meanie (2025)

    A former teenage getaway driver gets dragged back into her unsavory past when a former employer offers her a chance to save the life of her chronically unreliable ex-boyfriend.

    Why it matches: Recommended by TMDB viewers · both comedy

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  5. 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

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  6. 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

  7. 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
  8. Pretty Persuasion (2005)

    A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.

    Why it matches: Recommended by TMDB viewers · both comedy

  9. 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
  10. Bill Burr: Why Do I Do This? (2008)

    One of America's fastest-rising comedians, Bill Burr wields his razor-sharp wit with rare skill. In this brand-new stand-up performance, Bill takes aim at the stuff that drives us crazy, political correctness gone haywire, and girlfriends, or as he calls them: relentless psycho robots. A keenly observant social commentator, Bill Burr is also one of the funniest voices in comedy today.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  11. Jackass Presents: Bad Grandpa (2013)

    86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  12. 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

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  13. Ali Wong: Single Lady (2024)

    After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. Three O'Clock High (1987)

    Nerdy high schooler Jerry Mitchell is assigned to write an article for the school paper about the infamous new delinquent transfer student, Buddy Revell. When Jerry accidentally invades Buddy's personal space and touches him, Buddy challenges Jerry to an afterschool fight in the parking lot, which Jerry tries to avoid at all costs.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  15. Louis C.K.: Oh My God (2013)

    Filmed at the Celebrity Theatre in Phoenix, AZ on February 15th and 16th, 2013, Oh My God is Louis C.K.'s fifth stand-up special, his first for HBO since 2007's Shameless, and his first since winning a Emmy Award for writing on his acclaimed show on FX, Louie. Performed in the round in front of a live audience, he discusses such topics as the food chain, animals, divorce, strange anecdotes, broken morality, murder and mortality.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  16. Babes (2024)

    After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Eddie Izzard: Dress to Kill (1999)

    Eddie Izzard takes her show to San Francisco to give a brief history of pagan and Christian religions, the building of Stonehenge, the birth of the Church of England and of Western empires, and the need for a European dream.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  18. 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
  19. Aziz Ansari: Nightclub Comedian (2022)

    After another year of lockdowns, Aziz takes the stage to skewer pandemic life, quarantines, vaccine cards, celebrity side-gigs, smartphones and more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. My Wife's Relations (1922)

    Buster and a woman are mistakenly married and her initially unfriendly family begins to treat him nicely when they come to believe he has a large inheritance awaiting him.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  21. Night on Earth (1991)

    A quintet of cabbies in five cities and their remarkable fares on the same eventful night.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  22. Speaking of the Devil (1991)

    Bull Webster is a taxi driver with some work problems on his hands: the Spider Corporation, a giant financial holding company, has decided to buy out his taxi co-operative in order to make it go bankrupt and purchase its land at a low cost.

    Why it matches: Similar story and style · both comedy

  23. Man with the Screaming Brain (2005)

    The brains of a Russian taxi driver and a wealthy businessman are brought together in one body by a mad scientist.

    Why it matches: Similar story and style · both comedy

  24. Taxi (1998)

    In Marseilles a skilled pizza delivery boy Daniel who drives a scooter finally has his dreams come true. He gets a taxi license. Caught by the police for a huge speed infraction, he will help Emilien, a loser inspector who can't drive, on the track of German bank robbers, so he doesn't lose his license and his dream job.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  25. Learning to Drive (2014)

    As her marriage dissolves, a Manhattan writer takes driving lessons from a Sikh instructor with marriage troubles of his own. In each other's company they find the courage to get back on the road and the strength to take the wheel.

    Why it matches: Similar story and style · both comedy

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  26. Carry On Cabby (1963)

    Speedee Taxis is a great success, which means its workaholic owner Charlie starts neglecting Peggy, his wife. Suddenly a fleet of rival taxis appears from nowhere and start pinching all the fares. The rivals are Glamcabs, and they have a secret weapon. All their drivers are very attractive women! Who's behind Glamcabs? It's open warfare and only one fleet can survive!

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  27. Airplane! (1980)

    An ex-fighter pilot is forced to take over the controls of an airliner when the flight crew succumbs to food poisoning.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  28. Roxy (2024)

    The life of a taxi driver is to not judge or get involved. It's to go where he's told to go, for a price. One day, Thomas gets a group of odd passengers with a ravenous dog. They have money, and they have places to be. How far will he go?

    Why it matches: Similar story and style · both comedy

  29. 2 Days in Paris (2007)

    Marion and Jack try to rekindle their relationship with a visit to Paris, home of Marion's parents — and several of her ex-boyfriends.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  30. What Have I Done to Deserve This? (1984)

    A henpecked housewife ekes out a meager existence, surrounded by a host of colorful characters: her ungrateful husband, her delinquent sons, her headstrong mother-in-law, and her sex worker neighbor, among others.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this

Like The Day the Bookies Wept and something else?

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

Frequently asked questions

What are the best movies like The Day the Bookies Wept?

The closest matches to The Day the Bookies Wept are Hannibal Buress: Comedy Camisado (2016), Fun with Dick and Jane (1977) and Taking Care of Business (1990). Below are 27 more, each with the reason it matches.

What should I watch after The Day the Bookies Wept?

Start with Hannibal Buress: Comedy Camisado (2016), the closest match to The Day the Bookies Wept.

What is the highest-rated movie like The Day the Bookies Wept?

Louis C.K.: Oh My God (2013), rated 7.6/10 by 229 TMDB users.

What is the newest movie like The Day the Bookies Wept?

Eenie Meanie (2025) is the most recent release on this list.

Are there English movies like The Day the Bookies Wept?

Yes: Hannibal Buress: Comedy Camisado (2016), Fun with Dick and Jane (1977) and Taking Care of Business (1990).

How are movies similar to The Day the Bookies Wept chosen?

First come films that Trakt’s viewers watch alongside The Day the Bookies Wept, 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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