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Movies like Cary Grant: A Celebration of a Leading Man (1988)

The best movies like Cary Grant: A Celebration of a Leading Man (1988) are I Am Chris Farley (2015), I Am Heath Ledger (2017) and Sly (2023). If Cary Grant: A Celebration of a Leading Man hooked you with its documentary, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. I Am Chris Farley (2015)

    I am Chris Farley tells his hilarious, touching and wildly entertaining story - from his early days in Madison, Wisconsin, to his time at Second City and Saturday Night Live, then finally his film career (which included hits like Tommy Boy and Black Sheep). The film showcases his most memorable characters and skits from film and television and also includes interviews and insights from his co-stars, family and friends - including the likes of Christina Applegate, Dan Aykroyd, Mike Myers, Bob Odenkirk, Bob Saget and Adam Sandler.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  2. I Am Heath Ledger (2017)

    The life and career of an actor, artist, and icon. His own journey through his own camera.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  3. Sly (2023)

    His love of film began as an escape from a rocky childhood. From underdog to Hollywood legend, Sylvester Stallone tells his story in this documentary.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  4. Spielberg (2017)

    A documentary on the life and career of one of the most influential film directors of all time, Steven Spielberg.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  5. Sidney (2022)

    This revealing documentary honors the legendary Sidney Poitier—iconic actor, filmmaker, and civil rights activist. Featuring interviews with Denzel Washington, Spike Lee, Halle Berry, and more.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  6. Love, Antosha (2019)

    From a prolific career in film and television, Anton Yelchin left an indelible legacy as an actor. Through his journals and other writings, his photography, the original music he wrote, and interviews with his family, friends, and colleagues, this film looks not just at Anton's impressive career, but at a broader portrait of the man.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  7. Woody Allen: A Documentary (2011)

    An intense portrait of the iconic filmmaker, writer, actor, comedian and musician Woody Allen: his life, family and friends; his writing and directing habits, and his relationship with performers.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  8. Pamela, a love story (2023)

    In her own words, through personal video and diaries, Pamela Anderson shares the story of her rise to fame, rocky romances and infamous sex tape scandal.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  9. Being Eddie (2025)

    From teen comedian to Hollywood legend, Eddie Murphy revisits his extraordinary showbiz ride with raw honesty and humor.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  10. As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000)

    A compilation of over 30 years of private home movie footage shot by Lithuanian-American avant-garde director Jonas Mekas, assembled by Mekas "purely by chance", without concern for chronological order.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  11. QT8: The First Eight (2019)

    A detailed account of the life and artistic career of legendary filmmaker Quentin Tarantino, from his early days as a video club manager to the scandalous fall in disgrace of producer Harvey Weinstein. A story about how to shoot eight great movies and become an icon of modern pop culture.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  12. Being James Bond (2021)

    Daniel Craig candidly reflects on his 15 year adventure as James Bond. Including never-before-seen archival footage from Casino Royale to the upcoming 25th film No Time To Die, Craig shares his personal memories in conversation with 007 producers, Michael G Wilson and Barbara Broccoli.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  13. Chris Brown: Welcome to My Life (2017)

    This compelling Documentary moves beyond the spotlight and past the attention-grabbing headlines to give pop superstar Chris Brown a chance to tell his own story. New interviews with the international phenomenon reveal long-awaited answers about his passion for making music, his tumultuous and much publicized relationships, and the pitfalls of coming of age in the public eye. Also included is new concert footage, behind-the-scenes access, and special interviews from Usher, Jennifer Lopez, DJ Khaled, Mike Tyson, Jamie Foxx and others.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  14. Gilbert (2017)

    The life and career of one of comedy's most inimitable modern voices, Mr. Gilbert Gottfried.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  15. Scotty and the Secret History of Hollywood (2018)

    A deliciously scandalous portrait of unsung Hollywood legend Scotty Bowers, whose bestselling memoir chronicled his decades spent as sexual procurer to the stars.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  16. John Candy: I Like Me (2025)

    Those who knew iconic funnyman John Candy best share his story, in their own words, through never-before-seen archival footage, imagery, and interviews.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  17. The Mystery of Marilyn Monroe: The Unheard Tapes (2022)

    This documentary explores the mystery surrounding the death of movie icon Marilyn Monroe through previously unheard interviews with her inner circle.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  18. For the Love of Spock (2016)

    The life of Mr. Spock, as well as that of Leonard Nimoy, the actor who played him for almost fifty years, written and directed by his son: Adam.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  19. Anna Nicole Smith: You Don't Know Me (2023)

    From the heights of her modeling fame to her tragic death, this documentary reveals Anna Nicole Smith through the eyes of the people closest to her.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  20. Whitney (2018)

    Examines the life and career of singer Whitney Houston. Features never-before-seen archival footage, exclusive recordings, rare performances and interviews with the people who knew her best.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  21. Barbara ou ma plus belle histoire d'amour (1973)

    In the early 70s, Barbara discovered herself backstage on her French tour. The artist plays with intimacy and camera glances. Between concerts, she talks to herself and the men in her life.

    Why it matches: Similar story and style · both documentary

  22. The Nicole Brothers, Born To Climb (2020)

    This film by Yannick Bacher tells the passion of brothers Frédéric and François Nicole for climbing. Through the sites of Cuzzago (Italy), Zurich, Murg, Pelzli, Montreux, St-Loup, Yverdon-les-Bains, Saint-Triphon or Erde, we learn to know these 2 living legends better, their life choices, their philosophy... United by blood ties, those of fraternity but also by the same passion, that of the rock, of climbing. Fred made climbing history by pushing back the difficulty ladder in the discipline of bouldering. François him, founded a family and carried out a parallel professional career. But both have never stopped exploring, traveling and climbing.

    Why it matches: Similar story and style · both documentary

  23. Hero's Journey: Myth or Delusion (TBA)

    A librarian explores the mythical landscape of a timeless storytelling concept and reveals a revelation about a critical key stage.

    Why it matches: Similar story and style · both documentary

  24. Controlling Britney Spears (2021)

    Britney Spears has said that her conservatorship had become “an oppressive and controlling tool against her”. This New York Times investigation reveals much of how it worked, including an intense surveillance apparatus that monitored every move she made.

    Why it matches: Similar story and style · both documentary

  25. Mylène Farmer - Dans Le Cœur Des Français (2021)

    Why it matches: Similar story and style · both documentary

  26. Rudý dědek (2020)

    Why it matches: Similar story and style · both documentary

  27. Дорога в облаках (1987)

    Why it matches: Similar story and style · both documentary

  28. Dobroslav Chrobák (1982)

    Why it matches: Similar story and style · both documentary

  29. Hana Zelinová (1995)

    Why it matches: Similar story and style · both documentary

  30. Alice: A Social Media Journey (2015)

    A very sociable person, Alice has used her many social media accounts as a visual scrapbook of her life – the highs and lows, the happiness and heartache. But what do these collected words and images really say about Alice and her real life.

    Why it matches: Similar story and style · both documentary

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Frequently asked questions

What are the best movies like Cary Grant: A Celebration of a Leading Man?

The closest matches to Cary Grant: A Celebration of a Leading Man are I Am Chris Farley (2015), I Am Heath Ledger (2017) and Sly (2023). Below are 27 more, each with the reason it matches.

What should I watch after Cary Grant: A Celebration of a Leading Man?

Start with I Am Chris Farley (2015), the closest match to Cary Grant: A Celebration of a Leading Man.

What is the highest-rated movie like Cary Grant: A Celebration of a Leading Man?

Spielberg (2017), rated 7.5/10 by 317 TMDB users.

What is the newest movie like Cary Grant: A Celebration of a Leading Man?

Being Eddie (2025) is the most recent release on this list.

Are there English movies like Cary Grant: A Celebration of a Leading Man?

Yes: I Am Chris Farley (2015), I Am Heath Ledger (2017) and Sly (2023).

How are movies similar to Cary Grant: A Celebration of a Leading Man chosen?

First come films that Trakt’s viewers watch alongside Cary Grant: A Celebration of a Leading Man, 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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