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Movies like Dr Jason Leong: Ride with Caution (2023)

The best movies like Dr Jason Leong: Ride with Caution (2023) are Jimmy Carr: His Dark Material (2021), Sarah Silverman: A Speck of Dust (2017) and Ricky Gervais: Armageddon (2023). If Dr Jason Leong: Ride with Caution hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Jimmy Carr: His Dark Material (2021)

    Jimmy Carr finds humor in the darkest of places in this stand-up special that features his dry, sardonic wit — and some jokes he calls "career enders."

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  2. 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
  3. Ricky Gervais: Armageddon (2023)

    Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  4. 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
  5. 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
  6. Jimmy Carr: Natural Born Killer (2024)

    Jimmy Carr refutes the idea that you can't joke about anything these days with his edgy takes on gun control, religion, cancel culture and consent.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  7. 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
  8. Dave Chappelle: The Dreamer (2023)

    From his onstage tackle to the slap heard round the world, Dave Chappelle lets loose in this freewheeling and unfiltered stand-up comedy special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  9. 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
  10. 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
  11. Jim Jefferies: This Is Me Now (2018)

    The gleefully irreverent Jefferies skewers “grabby” celebrities, political hypocrisy and his own ill-advised career moves in a brash stand-up special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  12. 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
  13. 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
  14. Dave Chappelle: Killin' Them Softly (2000)

    Dave Chappelle returns for a stand-up to D.C. and riffs on politics, police, race relations, drugs, Sesame Street and more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  15. 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
  16. George Carlin: It's Bad for Ya! (2008)

    It's Bad For Ya, Carlin's Emmy nominated 14th and final HBO special from March of 2008 features Carlin's noted irreverent and unapologetic observations on topics ranging from death, religion, bureaucracy, patriotism, overprotected children and big business to the pungent examinations of modern language and the decrepit state of the American culture.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  17. Ricky Gervais: Mortality (2025)

    Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. Dave Chappelle: The Unstoppable... (2025)

    Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. Wanda Sykes: Not Normal (2019)

    Wanda Sykes tackles politics, reality TV, racism and the secret she'd take to the grave in this rollicking, no-holds-barred stand-up special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  20. Bill Burr: Paper Tiger (2019)

    Comedian Bill Burr talks male feminists, outrage culture, robot sex, and cultural appropriation in this standup comedy special shot in London.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this

Like Dr Jason Leong: Ride with Caution and something else?

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

Frequently asked questions

What are the best movies like Dr Jason Leong: Ride with Caution?

The closest matches to Dr Jason Leong: Ride with Caution are Jimmy Carr: His Dark Material (2021), Sarah Silverman: A Speck of Dust (2017) and Ricky Gervais: Armageddon (2023). Below are 17 more, each with the reason it matches.

What should I watch after Dr Jason Leong: Ride with Caution?

Start with Jimmy Carr: His Dark Material (2021), the closest match to Dr Jason Leong: Ride with Caution.

What is the highest-rated movie like Dr Jason Leong: Ride with Caution?

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

What is the newest movie like Dr Jason Leong: Ride with Caution?

Ricky Gervais: Mortality (2025) is the most recent release on this list.

Are there English movies like Dr Jason Leong: Ride with Caution?

Yes: Jimmy Carr: His Dark Material (2021), Sarah Silverman: A Speck of Dust (2017) and Ricky Gervais: Armageddon (2023).

How are movies similar to Dr Jason Leong: Ride with Caution chosen?

First come films that Trakt’s viewers watch alongside Dr Jason Leong: Ride with Caution, 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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