The clock is ticking on Monty Brogan's freedom (Edward Norton). In 24 hours, he goes to prison for seven long years. Once a king of Manhattan, Monty is about to say goodbye to the bright lights, his own big-city dreams, and the life he knew, a life that opened doors to New York's swankiest clubs but also alienated him from the people closest to him. In his last day on the outside, Monty tries to reconnect with his father (Brian Cox), who's never given up on his son, and getting together with his two closest friends from the old days, Jakob (Philip Seymour Hoffman) and Slaughtery (Barry Pepper). Monty's not sure of much these days, but with time running out, there are choices to be made and Monty's got some tricks up his sleeve that are about to be set in motion.