

"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.
Gerry

Curtis

Simone

Vanessa

Sam

Tony Roundtree

Dorothy

Louise

Larry
Clifford

Riverboat Waitress

"Bloody Mary" Kate

Chuck Poker Dealer
Dale

Denise

Home Buying Wife

Home Buying Husband

Big Winner

Skinny Thug

Waiter

Dealer
Older Gentleman
Loser
Dennis' Dealer
Player One
Donna

Leo Welch

Curvy Woman

Dennis

Man in Bar

Local Bar Patron
Dora

Frat Boy
Teller
Baller

Pete

Cherry

Roulette Croupier
Blackjack Dealer
Craps Croupier
Steakhouse Waitress
Alice

Racetrack Patron (uncredited)
Dog Track Patron (uncredited)

High Roller (uncredited)
Pitboss (uncredited)
