Movies Like Twenty to Life: The Life & Times of John Sinclair

If you liked Twenty to Life: The Life & Times of John Sinclair (2004), a documentary movie directed by Steve Gebhardt, 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
Night Will Fall (2014)
★ 7.6/10Also documentary
When Allied forces liberated the Nazi concentration camps in 1944-45, their terrible discoveries were recorded by army and newsreel cameramen, revealing for the first time the full horror of what had happened. Making…
2
Roman Polanski: A Film Memoir (2012)
★ 6.5/10Also documentary
An interview with film director Roman Polanski conducted during his period of house arrest, discussing his life and work.
3
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.
4
David Bowie: Five Years (2013)
★ 7.5/10Also documentary
Featuring a wealth of previously unseen archive, this film looks at how Bowie continually evolved: from Ziggy Stardust to the Soul Star of Young Americans, to the ‘Thin White Duke’. It explores his regeneration in…
5
13th (2016)
★ 7.8/10Also documentary
An in-depth look at the prison system in the United States and how it reveals the nation's history of racial inequality.
6
Evil Influencer: The Jodi Hildebrandt Story (2025)
★ 6.2/10Also documentary
Unravel the case of Utah therapist Jodi Hildebrandt, whose child abuse arrest with parenting YouTuber Ruby Franke exposed a twisted tale of manipulation.
7
Deliver Us from Evil (2006)
★ 7.2/10Also documentary
Documentary filmmaker Amy Berg investigates the life of 30-year pedophile Father Oliver O'Grady and exposes the corruption inside the Catholic Church that allowed him to abuse countless children. Victims' stories and a…
8
Time (2020)
★ 6.7/10Also documentary
Fox Rich, indomitable matriarch and modern-day abolitionist, strives to keep her family together while fighting for the release of her incarcerated husband. An intimate, epic, and unconventional love story, filmed over…
9
OLIVIA RODRIGO: driving home 2 u (a SOUR film) (2022)
★ 7.8/10Also documentary
Grammy® winner singer-songwriter Olivia Rodrigo takes a familiar road trip from Salt Lake City, where she began writing her debut album “SOUR,” to Los Angeles. Along the way, Rodrigo recounts the memories of writing…
10
The U.S. vs. John Lennon (2006)
★ 6.6/10Also documentary
A documentary on the life of John Lennon, with a focus on the time in his life when he transformed from a musician into an antiwar activist.
11
Memories of a Murderer: The Nilsen Tapes (2021)
★ 6/10Also documentary
Serial killer Dennis Nilsen narrates his life and horrific crimes via a series of chilling audiotapes recorded from his jail cell.
12
The Cheshire Murders (2013)
★ 6.5/10Also documentary
In the early-morning hours of July 23, 2007, in Cheshire, Conn., ex-convicts Steven Hayes and Joshua Komisarjevsky broke into the family home of William Petit, his wife, Jennifer, and their daughters, Michaela, 11, and…
13
42 Up (1999)
★ 7.6/10Also documentary
Director Michael Apted revisits the same group of British-born adults after a 7 year wait. The subjects are interviewed as to the changes that have occurred in their lives during the last seven years.
14
Western Stars (2019)
★ 7/10Also documentary
The incomparable Bruce Springsteen performs his critically acclaimed latest album and muses on life, rock, and the American dream, in this intimate and personal concert film co-directed by Thom Zimny and Springsteen…
15
Justin Bieber's Believe (2013)
★ 6.9/10Also documentary
A backstage and on-stage look at Justin Bieber during his rise to super stardom.
16
Fuck (2006)
★ 6.4/10Also documentary
A documentary on the expletive's origin, why it offends some people so deeply, and what can be gained from its use.
17
Voyeur (2017)
★ 5.9/10Also documentary
Legendary journalist Gay Talese unmasks a motel owner who spied on his guests for decades. But his bombshell story soon becomes a scandal of its own.
18
My Mom Jayne (2025)
★ 8/10Also documentary
Through deeply personal interviews with her siblings and an examination of the photographs, letters, and belongings left behind, Mariska assembles a new portrait of her mother Jayne Mansfield, an extraordinary and…
19
Nobody Speak: Trials of the Free Press (2017)
★ 6/10Also documentary
The courtroom and publicity battles between the superstar wrestler and the notorious website explode in a sensational trial all about the limits of the First Amendment and the new no holds barred nature of celebrity…
20
Marvel Studios: Assembling a Universe (2014)
★ 6.9/10Also documentary
A look at the story behind Marvel Studios and the Marvel Cinematic Universe, featuring interviews and behind-the-scenes footage from all of the Marvel films, the Marvel One-Shots and "Marvel's Agents of S.H.I.E.L.D."!