Movies Like Playing to Win: A Moment of Truth Movie

If you liked Playing to Win: A Moment of Truth Movie (1998), a drama and tv movie movie directed by James A. Contner, 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
Hard Eight (1997)
★ 6.8/10Also drama
A stranger mentors a young Reno gambler who weds a hooker and befriends a vulgar casino regular.
2
What Doesn't Kill You (2008)
★ 6/10Also drama
Two childhood friends from South Boston turn to crime as a way to get by, ultimately causing a strain in their personal lives and their friendship.
3
Rounders (1998)
★ 7/10Also drama
Poker addict Mike McDermott knows the game inside out, but loses his money one night in a game to Russian-American gangster Teddy KGB. Promising his partner Jo he'll give up, he meets up with best friend Lester 'Worm'…
4
The Gambler (1974)
★ 6.7/10Also drama
New York City English professor Axel Freed outwardly seems like an upstanding citizen. But privately Freed is in the clutches of a severe gambling addiction that threatens to destroy him.
5
House of Games (1987)
★ 6.8/10Also drama
A psychiatrist comes to the aid of a compulsive gambler and is led by a smooth-talking grifter into the shadowy but compelling world of stings, scams, and con men.
6
TalhotBlond (2012)
★ 6.3/10Also drama and tv movie
Thomas Montgomery, a married father of two young daughters, gets seduced by the world of online gambling and chat rooms where a virtual romance and sexual obsession ultimately leads to the murder of an innocent man.
7
The Christmas Shoes (2002)
★ 6.8/10Also drama and tv movie
Two separate stories mesh - in the first, a young music teacher, Maggie Andrews, begins dying of a heart condition and her son Nathan tries to get a pair of Christmas shoes for her before she dies. In the second…
8
Casino (1995)
★ 8/10Also drama
In Las Vegas, two best friends-a casino executive and a Mafia enforcer--compete for a gambling empire and a fast-living, fast-loving socialite.
9
The Man with the Golden Arm (1955)
★ 7.1/10Also drama
When illegal card dealer and recovering heroin addict Frankie Machine gets out of prison, he decides to straighten up. Armed with nothing but an old drum set, Frankie tries to get honest work as a drummer. But when his…
10
Ray Donovan: The Movie (2022)
★ 6.8/10Also drama and tv movie
A showdown decades in the making brings the Donovan family legacy full circle. As the events that made Ray who he is today finally come to light, the Donovans find themselves drawn back to Boston to face the past. Each…
11
The Air I Breathe (2007)
★ 6.3/10Also drama
A gambler’s bet spiraling into chaos, a gangster's prophetic visions, a pop star’s dark entanglement, a doctor’s desperate race against time to rescue his beloved... Four interconnected stories reveal life unfolding…
12
Hardball (2001)
★ 6.5/10Also drama
An aimless young man who is scalping tickets, gambling and drinking, agrees to coach a Little League team from the Cabrini Green housing project in Chicago as a condition of getting a loan from a friend.
13
Girl in the Box (2016)
★ 6.7/10Also drama and tv movie
The true story of 20-year-old Colleen Stan, a hitchhiking woman abducted by a young couple and held captive for seven years, during which time she's tortured and forced to live as a slave to her captors.
14
Owning Mahowny (2003)
★ 6.8/10Also drama
Dan Mahowny was a rising star at the Canadian Imperial Bank of Commerce. At twenty-four he was assistant manager of a major branch in the heart of Toronto's financial district. To his colleagues he was a workaholic. To…
15
Three on a Match (1932)
★ 6.3/10Also drama
Although Vivian Revere is seemingly the most successful of a trio of reunited schoolmates, she throws it away by descending into a life of debauchery and drugs.
16
Bugsy (1991)
★ 6.3/10Also drama
New York gangster Ben 'Bugsy' Siegel takes a brief business trip to Los Angeles. A sharp-dressing womanizer with a foul temper, Siegel doesn't hesitate to kill or maim anyone crossing him. In L.A. the life, the movies…
17
Redemption: The Stan Tookie Williams Story (2004)
★ 6/10Also drama and tv movie
Redemption tells the story of Stan "Tookie" Williams, founder of the Crips L.A. street gang. Story follows his fall into gang-banging, his prison term, and his work writing children's novels encouraging peace and…
18
Ballad of a Small Player (2025)
★ 5.8/10Also drama
Amid the glittering casinos of Macau, a gambler running from his past—and his debts—becomes fascinated by an enigmatic woman at the baccarat table.
19
5 Against the House (1955)
★ 5.9/10Also drama
Former war-time Army buddies now students in college decide to rip off a Reno casino.
20
The Gambler (2014)
★ 6.1/10Also drama
Literature professor Jim Bennett leads a secret life as a high-stakes gambler. Always a risk-taker, Bennett bets it all when he borrows from a gangster and offers his own life as collateral. Staying one step ahead, he…