Comedy Drama
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.
Directed by
Ryan Fleck, Anna Boden
Written by
Ryan Fleck, Anna Boden
Ryan Reynolds
Curtis
Sienna Miller
Simone
Lio Tipton
Vanessa
Ben Mendelsohn
Gerry
Robin Weigert
Dorothy
Lucky Johnson
Man in Bar
Alfre Woodard
Sam
Samantha Beaulieu
Curvy Woman
Stephanie Honoré
Denise
Jared Bankens
Skinny Thug
Jason Davis
Dennis
Kerry Cahill
Riverboat Waitress
Teri Wyble
Home Buying Wife
Hunter Burke
Home Buying Husband
Aaron J. Brooks
Dog Track Patron (uncredited)
Lauren Gros
Alice
Indigo
Dora
Thomas Francis Murphy
Pete
Jayson Warner Smith
Clifford
P.J. Marshall
Dale
Jane McNeill
"Bloody Mary" Kate
Randy Austin
Big Winner
Yvonne Landry
Louise
Susan McPhail
Donna
Justin Lebrun
Pitboss (uncredited)
Jamal Dennis
Baller
Joshua Powell
Waiter
Marshall Chapman
Cherry
Leo 'Bud' Welch
Leo Welch
Anthony Howard
Larry
Jason Shaffette
Chuck Poker Dealer
Tim Louie
Dealer
Don Brady
Loser
Jay Cooper
Dennis' Dealer
Joshua Wilcox
Player One
Shamarr Allen
Local Bar Patron
Wes Lagarde
Frat Boy
Cheri Jones
Teller
Cheri Williams
Roulette Croupier
Joshua Varmall
Blackjack Dealer
Joseph Blake Hollier
Craps Croupier
Mary Patricia Seidel
Steakhouse Waitress
Chris Angerdina
Racetrack Patron (uncredited)
David Scott Gaudin
High Roller (uncredited)

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