The Best Biopics and Biography Documentaries About Professional Gamblers to Watch

From smoky backrooms in Las Vegas to dazzling tournaments streamed worldwide, the world of professional gambling has always captured the public imagination. And it’s no surprise that some of the most compelling stories of risk, genius, and obsession have found their way to the screen. Whether you’re a poker enthusiast or simply love real-life drama, biopics and documentaries about gamblers offer a gripping look into high-stakes lives driven by intuition, strategy, and sometimes chaos. For fans of non Gamstop casinos — including platforms like visit 1337games.io/uk/ — these films offer an authentic glimpse into the real minds behind the cards.

Here’s a guide to the best films and documentaries based on the lives of real professional gamblers — stories that showcase not only incredible wins but also the price of chasing the thrill.

  1. Molly’s Game (2017) – The Queen of Underground Poker

Genre: Biopic / Drama
Based on: Molly Bloom

Written and directed by Aaron Sorkin, Molly’s Game tells the story of Molly Bloom — a former Olympic-level skier who went on to run one of the most exclusive underground poker games in the world. The film is based on her autobiography and stars Jessica Chastain in a powerhouse performance.

Bloom’s games attracted Hollywood stars, Wall Street tycoons, and even the Russian mob. This biopic is a thrilling dive into the gray areas of legality, ambition, and female power in a male-dominated industry. It’s not just a story of poker; it’s a story of resilience, control, and high-stakes survival.

  1. High Roller: The Stu Ungar Story (2003)

Genre: Biopic / Drama
Based on: Stu Ungar

One of the most fascinating figures in poker history, Stu Ungar was a genius card player and three-time World Series of Poker champion. But his life was as chaotic as it was brilliant, marked by addiction, arrogance, and tragic downfall.

High Roller: The Stu Ungar Story takes a no-frills look at Ungar’s meteoric rise and collapse. Michael Imperioli (of The Sopranos) plays Ungar with an intense energy that mirrors the real man’s compulsive genius. If you want to understand the cost of living on the edge of control, this is essential viewing.

  1. Inside the Edge: A Professional Blackjack Adventure (2019)

Genre: Documentary
Based on: Matt Risko & real blackjack teams

This little-known gem is one of the most authentic gambling documentaries you can find. Filmmaker and professional blackjack player Matt Risko takes viewers on a journey through the world of card counting and advantage play.

With hidden cameras and real footage inside casinos, Inside the Edge exposes how professional players beat the house — and how casinos fight back. It’s an insider’s look at the cat-and-mouse game between skilled gamblers and the surveillance-heavy world of casinos. For anyone fascinated by blackjack and strategy, this is a must-watch.

  1. All In: The Poker Movie (2009)

Genre: Documentary
Focus: Rise of poker in the 2000s

This award-winning documentary captures the poker boom that began in the early 2000s, fueled by online poker, televised tournaments, and the infamous “Moneymaker Effect.” While it’s not focused on a single biography, it features real interviews with key players like Chris Moneymaker, Phil Hellmuth, and Daniel Negreanu.

All In traces how poker evolved from smoky backrooms to a global sport. It provides crucial context for understanding how professional gambling has shifted with technology and media — and how real people turned cards into careers.

  1. The Best of It (2016) – Professional Sports Bettors in Focus

Genre: Documentary
Focus: Sports betting and gambling lifestyle

This under-the-radar documentary gives a rare look into the lives of four professional sports bettors during March Madness — the NCAA basketball betting season. The film profiles renowned handicappers including Alan “Boston” Dvorkis and Ken Weitzner.

The Best of It dives deep into the psychology of high-volume bettors, exploring addiction, risk, and obsession. It shows how sharp minds navigate the betting world, often bordering between brilliance and self-destruction. A great pick if you’re interested in betting beyond the casino floor.

  1. The Grand: A Mockumentary With Real Gambling DNA

Genre: Comedy / Mockumentary
Inspired by: Real poker culture

Though fictional, The Grand features semi-improvised performances by real poker players and actors like Woody Harrelson and David Cross. The film satirizes professional poker tournaments, but many of its characters and storylines are clearly modeled after real poker legends.

It’s a great watch if you want humor with your insight — and some genuinely sharp commentary on the culture of competitive gambling. A good “palate cleanser” after some of the heavier biopics.

  1. Betting on Zero (2016) – The Battle Between Billionaires

Genre: Documentary
Focus: Hedge fund manager Bill Ackman’s crusade against Herbalife

Though not about traditional gambling, this documentary dives into the world of financial speculation — often seen as a form of elite-level betting. It follows billionaire Bill Ackman’s $1 billion short against Herbalife, which he labeled a pyramid scheme.

The documentary uncovers how financial markets can resemble gambling arenas, with massive sums and reputations on the line. Betting on Zero explores how risk, narrative, and media influence economic outcomes — making it fascinating for anyone who sees Wall Street as another kind of casino.

Bonus Picks: Not Based on Real People, But Inspired by Them

  • Rounders (1998): While fictional, this film with Matt Damon and Edward Norton draws heavily from real-life poker circles and is beloved by professional players.
  • Mississippi Grind (2015): A gritty drama about two compulsive gamblers, capturing the psychological highs and lows of chasing luck.

Real Stories, Real Stakes

Biopics and documentaries about professional gamblers give us a glimpse into a world ruled by odds, instinct, and courage. These are not just tales of money and risk — they’re human stories about obsession, talent, failure, and redemption. Whether you’re into blackjack, poker, or sports betting, these films provide powerful narratives that go beyond the cards and chips.

So next time you’re looking for something to watch, skip the fiction — and dive into the thrilling true lives of the world’s most legendary gamblers.