Spike Lee is a quintessentially New York director. The vast majority of the Brooklyn native's oeuvre takes place in The City That Never Sleeps; from the summer tension of Do The Right Thing to the brownstone nostalgia of Crooklyn and the paranoid fever dream that is Summer Of Sam. With 2002s brooding and stylish 25th Hour, Lee delivered one of his strongest efforts of the 2000s, and a brilliant showcase for Oscar nominee Edward Norton.
25th Hour is Lee's first post-9/11 work, and the film is rich with both the filmmaker's affection for his city and his anxiety about where NYC was in the early 2000s following a massive tragedy. More directly, it's the story of a man facing prison with all kinds of questions about how he's spent his life and who he's spent it with. It's a heady performance from Norton as the hapless Monty, with strong performances all around from a supporting cast that includes Barry Pepper, Rosario Dawson, Anna Paquin, Brian Cox and the late, great Phillip Seymour Hoffman.
Pepper is Monty's misogynist stock trading best friend Frank, with Hoffman as their other shlubby, introverted friend Jacob, a high school literature teacher. Dawson is Monty's girlfriend Naturelle, who may or may not have something to do with why he's about to go to prison for seven years. And Paquin is Hoffman's 17-year old student, Mary, about whom Jacob worries he harbors inappropriate feelings for.
They all meet up for one last night on the town with Monty before he's off to the pokey. At a popular nightspot, Monty and Co. enter as the hottest DJ spins Hip-Hop tunes (they lie about Mary's age to get her in after she spots Jacob while she's waiting outside with her friends).
Lee sets the scene perfectly and in trademark "Spike" fashion; there's the ever-present Spike Lee dolly shot as Monty surveys the crowd, the darkness of the club contrasts brilliantly with the actors as Mary chatters on and Jacob seems increasingly uncomfortable with her presence. And in the background, pulsing over the gyrating clubgoers, is Big Daddy Kane's ever-distinct baritone.