Movies Like High Roller: The Bob Perry Story

If you liked High Roller: The Bob Perry Story (2004), a documentary movie directed by Tom Malloy and Ross Marroso, 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
Come See Me in the Good Light (2025)
★ 7.1/10Also documentary
In an intimate and joyful story of love in the face of loss, celebrated poets Andrea Gibson and Megan Falley find strength—and unexpected hilarity—in what might be their final year together.
2
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.
3
The Curse of the Dragon (1993)
★ 7.2/10Also documentary
A 1993 documentary film about Bruce Lee. The film includes interviews from some of his fellow students and opponents who worked alongside him in his movies.
4
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…
5
Anna Nicole Smith: You Don't Know Me (2023)
★ 6.1/10Also documentary
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.
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
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.
8
Untold: Jake Paul the Problem Child (2023)
★ 5.8/10Also documentary
Pro boxing sensation — and perennial troublemaker — Jake Paul shares his unlikely journey from online prankster to power puncher in this documentary.
9
Gilbert (2017)
★ 6.7/10Also documentary
The life and career of one of comedy's most inimitable modern voices, Mr. Gilbert Gottfried.
10
McQueen (2018)
★ 7.4/10Also documentary
Alexander McQueen's rags-to-riches story is a modern-day fairy tale, laced with the gothic. Mirroring the savage beauty, boldness and vivacity of his design, this documentary is an intimate revelation of McQueen's own…
11
The Kid Stays in the Picture (2002)
★ 6.6/10Also documentary
Documentary about legendary Paramount producer Robert Evans, based on his famous 1994 autobiography.
12
The Crash (2026)
★ 6.8/10Also documentary
A teen slams her car into a building, killing her boyfriend and his friend. What seems like a tragic accident becomes a murder case.
13
Trainwreck: The Real Project X (2025)
★ 5.8/10Also documentary
A night of drunken chaos rocks a quiet Dutch town in this shocking documentary about a teen's birthday invite that accidentally went viral on Facebook.
14
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.
15
Maternal Instinct (2026)
★ 7.2/10Also documentary
Police pull over a woman who claims she just gave birth. But the baby — and the blood — aren't hers. Twisted lies unravel in this true-crime documentary.
16
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.
17
To Kill a Tiger (2023)
★ 7.6/10Also documentary
Ranjit, a farmer in India, takes on the fight of his life when he demands justice for his 13-year-old daughter, the victim of a brutal gang rape. His decision to support his daughter is virtually unheard of, and his…
18
Crystal Lake Memories: The Complete History of Friday the 13th (2013)
★ 7.9/10Also documentary
Taking inspiration from Peter M. Bracke's definitive book of the same name, this seven-hour documentary dives into the making of all twelve Friday the 13th films, with all-new interviews from the cast and the crew.
19
The Menendez Brothers (2024)
★ 7.2/10Also documentary
Serving life in prison for murdering their parents, Lyle and Erik Menendez speak out in this documentary explaining the shocking crime and ensuing trials.
20
ReMastered: The Two Killings of Sam Cooke (2019)
★ 6.8/10Also documentary
This investigation examines the mysterious shooting of soul icon Sam Cooke, whose death silenced one of the most vital voices in the civil rights movement.