James Spader portrays Jack Pozzi, a professional poker player who makes a bet that changes his life forever.
Mandy Patinkin stars as Jim Nashe, a middle-aged fireman seeking adventure and meaning in life.
M. Emmet Walsh takes on the role of Calvin Murks, a wealthy man with a mysterious past who offers Nashe and Pozzi a life-altering wager.
Charles Durning plays Bill Flower, a hardworking contractor who becomes involved in Nashe and Pozzi's risky bet.
Joel Grey portrays Willy Stone, a peculiar individual connected to the consequences of the bet.
Samantha Mathis takes on the role of Tiffany, a young woman caught up in the unfolding events.
Chris Penn appears as Floyd, a character intertwined with the unexpected outcomes of the bet.
Pearl Jones plays a role in the film, contributing to the narrative.
Paul Auster has a role in the movie, adding depth to the storyline.
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