Most Similar Movies to Two for the Money (2005)
If you are looking for movies like Two for the Money (2005), you might like movies tagged with keyword : gambling, sports, usa, drama, crime, thriller, money, power, deception, competition, success, downfall, addiction, mind games, agent, pressure, betrayal, manipulation, risk, ambition .
Boiler Room (2000), Boots Malone (1952), Pocket Listing (2015), The Boost (1988), The Gambler (1974), Hard Eight (1996), Owning Mahowny (2003) ... Let's take a look at the following list...

Boiler Room (2000)
A college dropout, attempting to live up to his father's high standards, gets a job as a broker for a suburban investment firm which puts him on the fast track to success. But the job might not be as legitimate as it first appeared to be.
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Boots Malone (1952)
Boots Malone is jockey's agent and a bit of a wheeler-dealer who went from living at the Ritz to living in a room at the stables when his star jockey was killed in an accident. After nearly three years, he has yet to find a replacement for him. Along with his cronies at the track, he manages to buy a horse that's a bit of a sleeper. Their hopes of cashing in big take ...Read all
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Pocket Listing (2015)
Double crosses, adultery, murder, mistaken identity, and revenge ensue when a mysterious power player and his sultry wife hire a disgraced Los Angeles property broker to discreetly market and sell their Malibu villa.
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The Boost (1988)
A hustler (James Woods) and his wife (Sean Young) move to Los Angeles, where he sells tax shelters and they each try cocaine.
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The Gambler (1974)
Axel Freed is a literature professor. He has the gambling vice. When he has lost all of his money, he borrows from his girlfriend, then his mother, and finally some bad guys that chase him. Despite all of this, he cannot stop gambling.
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Hard Eight (1996)
Professional gambler Sydney teaches John the tricks of the trade. John does well until he falls for cocktail waitress Clementine.
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Owning Mahowny (2003)
A bank manager with: (a) a gambling problem and (b) access to a multimillion dollar account gets into a messy situation. Based on the story of the largest one-man bank fraud in Canadian history.
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Middle Men (2009)
Chronicles Jack Harris, one of the pioneers of internet commerce, as he wrestles with his morals, and struggles not to drown in a sea of con men, mobsters, drug addicts, and porn stars.
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Nightmare Alley (1947)
A sideshow barker (Tyrone Power) goes from mind reader to society spiritualist, then to carnival geek.
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Baazaar (2018)
After moving to Mumbai, an ambitious young man becomes the stock trader for a notorious businessman.
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Solitary Man (2009)
A car magnate watches his personal and professional life hit the skids because of his business and romantic indiscretions.
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The Preppie Connection (2015)
A student at a private school uses his connections to establish a drug trafficking network there.
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The Last Time (2006)
A salesman (Keaton) rediscovers a lust for life after falling for the fiancée of his new business partner (Fraser), a Midwest transplant finding his footing in New York City.
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Billionaire Boys Club (2018)
A group of wealthy boys in Los Angeles during the early 1980s establish a 'get-rich-quick' scam that turns deadly.
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Stone (2010)
A convicted arsonist looks to manipulate a parole officer into a plan to secure his parole by placing his beautiful wife in the lawman's path.
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Simpatico (1999)
After scams at horse races and making lots of money, 3 young people split. 20 years later, one of them, a drunk, creates chaos with photos from back then.
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Match Point (2005)
At a turning point in his life, a former tennis pro falls for an actress who happens to be dating his friend and soon-to-be brother-in-law.
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Gold (2016)
Loosely based on a true story, a prospector (Matthew McConaughey) draws the attention of the FBI and the Indonesian military after finding an enormous amount of gold in the jungles of Indonesia in 1993.
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