Mississippi Grind

Mississippi Grind is a 2015 American comedydrama film directed and written by Anna Boden and Ryan Fleck. The film stars Ryan Reynolds, Ben Mendelsohn, Sienna Miller, Analeigh Tipton, Robin Weigert, and Alfre Woodard. The film was released on September 25, 2015 by A24 Films.

After an unsuccessful real estate showing the next morning, Gerry goes to a dog track with Curtis. They initially win a large amount of money, but Gerry is unwilling to walk away, and he ultimately gambles away their winnings. Afterward, they drink at a bar, where they attempt to bet 1,000 on a game of pool. The men at the pool table are not interested and they force Curtis and Gerry to leave the bar. In the parking lot, Curtis explains to Gerry that Machu Picchu Time is approaching, which is the phrase he uses whenever he leaves town, implying that he is heading to Machu Picchu in Peru, which he has yet to actually visit. Gerry is then threatened by a man, who had overheard the attempted 1,000 bet in the bar, not knowing that Gerry was bluffing. The man stabs Gerry, leaving a mild cut in the abdomen.The next morning, Gerry meets Sam Alfre Woodard in a restaurant, where Sam demands that Gerry pay her the money he owes, which he does not have. She wants the money the following day, or else she will call upon her friend Tim to pay Gerry a visit. Gerry then runs into Curtis at a bar, where he proposes a trip down the Mississippi River, where they will gamble at several major cities, and ultimately play at a poker game in New Orleans with a 25,000 buyin. Curtis agrees to spot Gerry 2,000 for gambling, provided that Gerry drives his car. ........

Source: Wikipedia