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Movies like Brewster's Millions (1935)

The best movies like Brewster's Millions (1935) are Sneakerella (2022), Bo Burnham: What. (2013) and Adam Sandler: 100% Fresh (2018). If Brewster's Millions hooked you with its music and comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Sneakerella (2022)

    When El, an aspiring sneaker designer from Queens, meets Kira King, the fiercely independent daughter of legendary basketball star and sneaker tycoon Darius King, sparks fly as the two bond over their mutual affinity for sneakers. With a little nudge from his best friend and a sprinkle of Fairy Godfather magic, El finds the courage to use his talent to pursue his dream of becoming a ‘legit’ sneaker designer in the industry.

    Why it matches: Recommended by TMDB viewers · both music & comedy

  2. Bo Burnham: What. (2013)

    Left brain and right brain duke it out and then belt out a tune in comedian Bo Burnham's quick and clever one-man show. As intelligent as he is lanky, Burnham cynically pokes at pop entertainment while offering unadulterated showmanship of his own.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Worth the HypeMovies like this
  3. Adam Sandler: 100% Fresh (2018)

    Adam Sandler takes his comical musical musings back out on the road, from comedy clubs to concert halls to one very unsuspecting subway station.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Worth the HypeMovies like this
  4. The After Party (2018)

    When an aspiring rapper goes viral for the wrong reasons, he thinks his career is sunk. But a wild party gives him one more chance to make it right.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Popcorn FlickMovies like this
  5. Bo Burnham: Make Happy (2016)

    Combining his trademark wit and self-deprecating humor with original music, Bo Burnham offers up his unique twist on life in this stand-up special about life, death, sexuality, hypocrisy, mental illness and Pringles cans.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Absolute CinemaMovies like this
  6. A Song Is Born (1948)

    The story of seven scholars in search of an expert to teach them about swing music. They seem to have found the perfect candidate in winsome nightclub singer Honey Swanson. But Honey's gangster boyfriend doesn't want to give her up.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Popcorn FlickMovies like this
  7. 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
  8. 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
  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. Thunderstruck (2012)

    After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  11. Ca$h (2010)

    A stroke of good luck turns lethal for Sam Phelan and his wife Leslie when they are faced with a life-changing decision that brings strange and sinister Pyke Kubic to their doorstep. As Pyke leads Sam and Leslie on a tumultuous adventure through the streets of Chicago, each are pulled deeper and deeper into a desperate spiral of deception and violence – all in the name of money.

    Why it matches: Recommended by TMDB viewers · both comedy

  12. 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
  13. 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

  14. Hello (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 this
  15. Eddie Murphy Raw (1987)

    Eddie Murphy delights, shocks and entertains with dead-on celebrity impersonations, observations on '80s love, sex and marriage, a remembrance of Mom's hamburgers and much more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  16. 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
  17. Shorts (2009)

    A young boy's discovery of a colorful, wish-granting rock causes chaos in the suburban town of Black Falls when jealous kids and scheming adults alike set out to get their hands on it.

    Why it matches: Recommended by TMDB viewers · both comedy

  18. Shadow of the Thin Man (1941)

    While attending a major horse race with their young son, Nick Jr., Nick and Nora Charles witnesse a shocking murder from the crowded grandstand. What first appears to be an isolated killing soon leads to a maze of corruption, blackmail, gambling scandals, and criminal intrigue. As Nick investigates, he encounters suspicious bookmakers, dishonest officials, rival gangsters, and a mysterious killer determined to stay ahead of the law. Nora, as always, is never far from the action, bringing her quick wit and fearless curiosity to the case.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  19. Adam Sandler: Love You (2024)

    Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Ricky Gervais: SuperNature (2022)

    With his signature pitch-black sense of humor, Ricky Gervais takes the stage at the London Palladium in this provocative stand-up comedy special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this

Like Brewster's Millions and something else?

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

Frequently asked questions

What are the best movies like Brewster's Millions?

The closest matches to Brewster's Millions are Sneakerella (2022), Bo Burnham: What. (2013) and Adam Sandler: 100% Fresh (2018). Below are 17 more, each with the reason it matches.

What should I watch after Brewster's Millions?

Start with Sneakerella (2022), the closest match to Brewster's Millions.

What is the highest-rated movie like Brewster's Millions?

Bo Burnham: Make Happy (2016), rated 8.0/10 by 459 TMDB users.

What is the newest movie like Brewster's Millions?

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

Are there English movies like Brewster's Millions?

Yes: Sneakerella (2022), Bo Burnham: What. (2013) and Adam Sandler: 100% Fresh (2018).

How are movies similar to Brewster's Millions chosen?

First come films that Trakt’s viewers watch alongside Brewster's Millions, 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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