Rounders (1998)
Ending / spoiler
Starring: Edward Norton, Famke Janssen, John Malkovich, John Turturro, Martin Landau, Matt Damon
After losing his initial stack to John Malkovich, Matt Damon has to play him again in order to pay off the debt Ed Norton owed against his name (who subsequently bailed). After winning enough to pay off the debt, Damon continues playing and beats Malkovich ending up with exactly the same pot he had at the start of the movie.
Pogal
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