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Movies like Sam Simmons: Fail (2011)

The best movies like Sam Simmons: Fail (2011) are Jim Jefferies: Freedumb (2016), John Mulaney: Kid Gorgeous at Radio City (2018) and Adam Sandler: Love You (2024). If Sam Simmons: Fail hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Jim Jefferies: Freedumb (2016)

    Returning for a second Netflix comedy special, Jim Jefferies unleashes his famously ferocious black humor to a packed house in Nashville, Tennessee.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  2. John Mulaney: Kid Gorgeous at Radio City (2018)

    John Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  3. 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
  4. 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
  5. 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
  6. Ricky Gervais: Humanity (2018)

    In his first special in seven years, Ricky Gervais slings his trademark snark at celebrity, mortality and a society that takes everything personally.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  7. 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
  8. Jerry Seinfeld: I'm Telling You for the Last Time (1998)

    Taped for HBO in August 1998, on the final date of Jerry Seinfeld's tour appearances at New York City's Broadhurst Theater, I'm Telling You for the Last Time presents the standup comedian's so-called "final" standup, or at least his final tour with the standup material that made him famous.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  9. 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

    Worth the HypeMovies like this
  10. 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
  11. Shane Gillis: Beautiful Dogs (2023)

    In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  12. Dave Chappelle: The Closer (2021)

    As he closes out his slate of comedy specials, Dave takes the stage to try and set the record straight — and get a few things off his chest.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  13. Bill Burr: Drop Dead Years (2025)

    In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  14. Carry On Regardless (1961)

    After a bunch of no-hopers approaches an employment agency, the anarchy mounts as they do a series of odd jobs, including a chimp's tea party, trying to stay sober at a wine tasting… and demolishing a house.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  15. 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
  16. Sarah Silverman: A Speck of Dust (2017)

    In her first comedy special post-health scare, Sarah Silverman shares a mix of fun facts, sad truths and yeah-she-just-went-there moments.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Dylan Moran: Like, Totally (2006)

    Dylan Moran returns with an all-new stand-up show. Unpredictable, startling, bizarre, elegiac, but above all brilliant and hilariously funny, Moran is a master of comedy.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  18. 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
  19. 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
  20. Much Ado About Nothing (2013)

    A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  21. Beverly Hills Cop (1984)

    Fast-talking, quick-thinking Detroit street cop Axel Foley has bent more than a few rules and regs in his time, but when his best friend is murdered, he heads to sunny Beverly Hills to work the case like only he can.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  22. The Simpsons Movie (2007)

    After Homer accidentally pollutes the town's water supply, Springfield is encased in a gigantic dome by the EPA and the Simpsons are declared fugitives.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  23. The King of Comedy (1982)

    Aspiring comic Rupert Pupkin attempts to achieve success in show business by stalking his idol, a late night talk-show host who craves his own privacy.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  24. The Wrong Trousers (1993)

    Wallace rents out Gromit's former bedroom to a penguin, who takes up an interest in the techno trousers created by Wallace. However, Gromit later learns that the penguin is a wanted criminal.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  25. Moonstruck (1987)

    37-year-old Italian-American widow Loretta Castorini believes she is unlucky in love, and so accepts a marriage proposal from her boyfriend Johnny, even though she doesn't love him. When she meets his estranged younger brother Ronny, an emotional and passionate man, she finds herself drawn to him. She tries to resist, but Ronny, who blames his brother for the loss of his hand, has no scruples about aggressively pursuing her while Johnny is out of the country. As Loretta falls for Ronny, she learns that she's not the only one in her family with a secret romance.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  26. Asterix & Obelix: The Middle Kingdom (2023)

    Gallic heroes and forever friends Asterix and Obelix journey to China to help Princess Sa See save the Empress and her land from a nefarious prince.

    Why it matches: Similar story and style · both comedy

  27. Daddy Day Care (2003)

    Two men get laid off and have to become stay-at-home dads when they can't find jobs, which inspires them to open their own day-care center.

    Why it matches: Similar story and style · both comedy

  28. Private Benjamin (1980)

    A sheltered young high society woman joins the US Army on a whim and finds herself in a more difficult situation than she ever expected.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  29. The Frighteners (1996)

    Once an architect, Frank Bannister now passes himself off as an exorcist of evil spirits. To bolster his facade, he claims his "special" gift is the result of a car accident that killed his wife. But what he does not count on is more people dying in the small town where he lives. As he tries to piece together the supernatural mystery of these killings, he falls in love with the wife of one of the victims and deals with a crazy FBI agent.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  30. Arthur 2: On the Rocks (1988)

    Arthur loses his fortune for staying with Linda, right as the two were preparing to adopt a child. As their marriage suffers, Arthur plans for a way to get his money back, but first he must sober up and get a real job.

    Why it matches: Similar story and style · both comedy

Like Sam Simmons: Fail and something else?

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

Frequently asked questions

What are the best movies like Sam Simmons: Fail?

The closest matches to Sam Simmons: Fail are Jim Jefferies: Freedumb (2016), John Mulaney: Kid Gorgeous at Radio City (2018) and Adam Sandler: Love You (2024). Below are 27 more, each with the reason it matches.

What should I watch after Sam Simmons: Fail?

Start with Jim Jefferies: Freedumb (2016), the closest match to Sam Simmons: Fail.

What is the highest-rated movie like Sam Simmons: Fail?

John Mulaney: Kid Gorgeous at Radio City (2018), rated 7.9/10 by 259 TMDB users.

What is the newest movie like Sam Simmons: Fail?

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

Are there English movies like Sam Simmons: Fail?

Yes: Jim Jefferies: Freedumb (2016), John Mulaney: Kid Gorgeous at Radio City (2018) and Adam Sandler: Love You (2024).

How are movies similar to Sam Simmons: Fail chosen?

First come films that Trakt’s viewers watch alongside Sam Simmons: Fail, 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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