Movies Like Clint Eastwood: Hollywood Outlaw

If you liked Clint Eastwood: Hollywood Outlaw (2020), a documentary movie directed by Randy Martin, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Spielberg (2017)
★ 7.5/10Also documentary
A documentary on the life and career of one of the most influential film directors of all time, Steven Spielberg.
2
Woody Allen: A Documentary (2011)
★ 6.9/10Also documentary
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.
3
Love, Antosha (2019)
★ 7.4/10Also documentary
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…
4
Sly (2023)
★ 7.2/10Also documentary
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.
5
I Am Heath Ledger (2017)
★ 7.4/10Also documentary
The life and career of an actor, artist, and icon. His own journey through his own camera.
6
Being Eddie (2025)
★ 6.8/10Also documentary
From teen comedian to Hollywood legend, Eddie Murphy revisits his extraordinary showbiz ride with raw honesty and humor.
7
I Am Chris Farley (2015)
★ 7.1/10Also documentary
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…
8
Altman (2014)
★ 6.6/10Also documentary
Robert Altman's life and career contained multitudes. This father of American independent cinema left an indelible mark, not merely on the evolution of his art form, but also on the western zeitgeist. With its use of…
9
QT8: The First Eight (2019)
★ 7.2/10Also documentary
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…
10
As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000)
★ 7.8/10Also documentary
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.
11
De Palma (2016)
★ 7/10Also documentary
An intimate conversation between filmmakers, chronicling De Palma’s 55-year career, his life, and his filmmaking process, with revealing anecdotes and, of course, a wealth of film clips.
12
The Mystery of Marilyn Monroe: The Unheard Tapes (2022)
★ 6.3/10Also documentary
This documentary explores the mystery surrounding the death of movie icon Marilyn Monroe through previously unheard interviews with her inner circle.
13
Milius (2013)
★ 7.1/10Also documentary
The life story of ‘Zen Anarchist’ filmmaker John Milius, one of the most influential storytellers of his generation.
14
Harry Dean Stanton: Partly Fiction (2013)
★ 6.9/10Also documentary
An impressionistic portrait of the iconic actor Harry Dean Stanton comprised of intimate moments, film clips from some of his 250 films and his renditions of American folk songs.
15
Being James Bond (2021)
★ 7.8/10Also documentary
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…
16
Sidney (2022)
★ 6.9/10Also documentary
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.
17
Pamela, a love story (2023)
★ 7/10Also documentary
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.
18
Maria by Callas (2017)
★ 7.4/10Also documentary
Told through performances, TV interviews, home movies, family photographs, private letters and unpublished memoirs, the film reveals the essence of an extraordinary woman who rose from humble beginnings in New York…
19
Cameraperson (2016)
★ 6.7/10Also documentary
As a visually radical memoir, CAMERAPERSON draws on the remarkable footage that filmmaker Kirsten Johnson has shot and reframes it in ways that illuminate moments and situations that have personally affected her. What…
20
John Candy: I Like Me (2025)
★ 7.9/10Also documentary
Those who knew iconic funnyman John Candy best share his story, in their own words, through never-before-seen archival footage, imagery, and interviews.