Movies Like Detroit Connection Pt. 3: Last Man Standing (Demetrius Holloway)

If you liked Detroit Connection Pt. 3: Last Man Standing (Demetrius Holloway) (2010), a documentary movie directed by Flip Willson, 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
Ted Bundy: Mind of a Monster (2019)
★ 7.6/10Also documentary
New exclusive access and never before heard testimony gives a unique insight into the mind of America's most notorious serial killer, Ted Bundy. Breathtaking archive from the time and the voice of Bundy himself…
2
Tales of the Grim Sleeper (2014)
★ 6.3/10Also documentary
When Lonnie Franklin Jr. was arrested in South Central Los Angeles in 2010 as the suspected murderer of a string of young black women, police hailed it as the culmination of 20 years of investigations. Four years later…
3
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…
4
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…
5
A Toxic Love Story (2026)
★ 6.4/10Also documentary
A string of threatening emails escalates into a revenge plot involving a newly married US marshal and his ex-girlfriend.
6
Cocaine Cowboys (2006)
★ 7.3/10Also documentary
In the 1980s, ruthless Colombian cocaine barons invaded Miami with a brand of violence unseen in this country since Prohibition-era Chicago - and it put the city on the map. "Cocaine Cowboys" is the true story of how…
7
Looking for Richard (1996)
★ 6.8/10Also documentary
Al Pacino's deeply-felt rumination on Shakespeare's significance and relevance to the modern world through interviews and an in-depth analysis of "Richard III."
8
Stolen: Heist of the Century (2025)
★ 7.2/10Also documentary
Antwerp, 2003. A gang of thieves rob the impenetrable Diamond Center. Who was behind one of the world's biggest heists - and how did they pull it off?
9
Harmontown (2014)
★ 6.6/10Also documentary
A comedic, brutally honest documentary following self-destructive TV writer Dan Harmon as he takes his live podcast on a national tour.
10
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.
11
Searching for Sugar Man (2012)
★ 7.9/10Also documentary
Two South Africans set out to discover what happened to their unlikely musical hero, the mysterious 1970s rock 'n' roller, Rodriguez.
12
You Can See Everything (2026)
★ 8.9/10Also documentary
Thirty-four days before she's sent to prison, notorious Silicon Valley founder Elizabeth Holmes invites a skeptical film crew to document her every move. What begins as an intimate portrait of an enigmatic felon…
13
Abducted in Plain Sight (2017)
★ 6.6/10Also documentary
A family falls prey to the manipulative charms of a neighbor, who abducts their adolescent daughter. Twice.
14
The Imposter (2012)
★ 7.3/10Also documentary
In 1994, a 13-year-old boy disappeared without a trace from his home in San Antonio, Texas. Three-and-a-half years later, he is found alive in a village in southern Spain with a horrifying story of kidnap and torture…
15
Gimme Danger (2016)
★ 6.9/10Also documentary
No other band in rock'n'roll history has rivaled The Stooges' combination of heavy primal throb, spiked psychedelia, blues-a-billy grind, complete with succinct angst-ridden lyrics, and a snarling, preening leopard of…
16
S4: The Bob Lazar Story (2026)
★ 8.4/10Also documentary
Over 35 years after Bob Lazar's revelations, this documentary exposes secrets of a facility the government still denies. Featuring Lazar's testimony, recreations, and new evidence, it reopens a case that continues to…
17
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…
18
Louis Theroux: Inside the Manosphere (2026)
★ 6.6/10Also documentary
With rare access and no holds barred, the acclaimed documentarian investigates a growing ultra-masculine network and its controversial influencers.
19
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.
20
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.