Movies Like Blackjack: How to Play to Win

If you liked Blackjack: How to Play to Win (1995), a documentary movie, 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
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…
2
Katy Perry: Part of Me (2012)
★ 7.1/10Also documentary
Giving fans unprecedented access to the real life of the music sensation, Katy Perry: Part of Me exposes the hard work, dedication and phenomenal talent of a girl who remained true to herself and her vision in order to…
3
The Last Waltz (1978)
★ 7.7/10Also documentary
Martin Scorsese's documentary intertwines footage from The Band's incredible farewell tour with probing backstage interviews and featured performances by Bob Dylan, Joni Mitchell, Van Morrison, Eric Clapton, and other…
4
High School Musical: The Musical: The Holiday Special (2020)
★ 7.4/10Also documentary
The cast of “High School Musical: The Musical: The Series” delivers an abundance of feel-good holiday cheer as they perform their favorite Christmas, Hanukkah and New Year’s songs and share their fondest holiday…
5
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…
6
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.
7
The Captains (2011)
★ 6.4/10Also documentary
The Captains is a feature-length documentary film written and directed by William Shatner. The film follows Shatner as he interviews the other actors who have portrayed starship captains in the Star Trek franchise.
8
For the Love of Spock (2016)
★ 7.4/10Also documentary
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.
9
Take the Ball, Pass the Ball (2018)
★ 7.9/10Also documentary
Take the Ball, Pass the Ball is the definitive story of the greatest football team ever assembled. For four explosive years, Pep Guardiola's Barça produced the greatest football in history, seducing fans around the…
10
Justin Bieber's Believe (2013)
★ 6.9/10Also documentary
A backstage and on-stage look at Justin Bieber during his rise to super stardom.
11
National Geographic: Journey to the Edge of the Universe (2008)
★ 7.8/10Also documentary
In one single, epic camera move we journey from Earth's surface to the outermost reaches of the universe on a grand tour of the cosmos, to explore newborn stars, distant planets, black holes and beyond.
12
What We Left Behind: Looking Back at Star Trek: Deep Space Nine (2018)
★ 7.1/10Also documentary
A documentary exploring the legacy of Star Trek: Deep Space Nine, the reasons it went from the black sheep of Star Trek to a beloved mainstay of the franchise, and a brainstorm with the original writers on what a…
13
The AI Doc: Or How I Became an Apocaloptimist (2026)
★ 6.9/10Also documentary
A father-to-be tries to figure out what is happening with all this AI insanity, and explores the most powerful technology humanity has ever created... and what's at stake if we get it wrong.
14
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."
15
Scotty and the Secret History of Hollywood (2018)
★ 6/10Also documentary
A deliciously scandalous portrait of unsung Hollywood legend Scotty Bowers, whose bestselling memoir chronicled his decades spent as sexual procurer to the stars.
16
Elstree 1976 (2015)
★ 6.2/10Also documentary
A documentary about ten very different lives connected by having appeared onscreen wearing masks or helmets in Star Wars.
17
Oasis: Don't Look Back in Anger (2026)
★ 6.9/10Also documentary
Experience the meteoric rise of Oasis through rare footage and untold stories as the band reunites for Oasis Live '25, chronicling their journey from Manchester streets to global rock stardom.
18
The Seat (2025)
★ 7.6/10Also documentary
'The Seat' is an unprecedented inside look that led to a once-in-a-generation driver change in Mercedes and F1 history. It reveals the private conversations that led the Mercedes team and Toto Wolff, its Team Principal…
19
Billie Eilish - Hit Me Hard and Soft: The Tour (Live in 3D) (2026)
★ 8.4/10Also documentary
Captured during Billie Eilish's sold-out world tour, a concert experience from one of the most celebrated and successful artists of her generation, presented in immersive 3D.
20
David Byrne's American Utopia (2020)
★ 7.5/10Also documentary
A filmed version of David Byrne's Broadway show, a unifying musical celebration that inspires audiences to connect to each other and to the global community.