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The characters in the film are great. You got Monty Brogan (Norton) who's looking at seven years for drug dealing charges. It's his last day of freedom and he's just trying to tie up any loose ends before he goes. Then you got his two friends, Frank Slaughtery (Barry Pepper) and Jakob Elinsky (Philip Seymour Hoffman) who each have to deal with the fact that their best friend is going away for seven years, but also have their own demons to deal with. You also have his girlfriend, Naturelle Rivera (Rosario Dawson) who must deal with it as well and must also deal with the fact that she's suspect on who could have sold Monty out to the DEA. And finally you have James Brogan (Brian Cox), Monty's father. He's a hard working guy who obviously wished that things didn't turn out the way they did. One last night for Monty to set things straight and also make decisions.