Ben Mendelsohn
Gerry
"We can't lose."
Gerry is a talented but down-on-his-luck gambler whose fortunes begin to change when he meets Curtis, a younger, highly charismatic poker player. The two strike up an immediate friendship and Gerry quickly persuades his new friend to accompany him on a road trip to a legendary high stakes poker game in New Orleans. As they make their way down the Mississippi River, Gerry and Curtis manage to find themselves in just about every bar, racetrack, casino, and pool hall they can find, experiencing both incredible highs and dispiriting lows, but ultimately forging a deep and genuine bond that will stay with them long after their adventure is over.
Ben Mendelsohn
Gerry
Ryan Reynolds
Curtis
Sienna Miller
Simone
Lio Tipton
Vanessa
Alfre Woodard
Sam
James Toback
Tony Roundtree
Robin Weigert
Dorothy
Yvonne Landry
Louise
Anthony Howard
Larry
Jayson Warner Smith
Clifford
Kerry Cahill
Riverboat Waitress
Jane McNeill
"Bloody Mary" Kate
Jason Shaffette
Chuck Poker Dealer
PJ Marshall
Dale
Stephanie Honoré
Denise
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