Livid over the fact that three low-level thieves have crashed the entire underworld economy, the mob's top brass hires Jackie Cogan (Brad Pitt) to see that the bandits pay for their crime. The closer Cogan gets to his target, however, the more he finds his mission complicated by an alcoholic hit man who's well past his prime, incompetent gangsters, and the playboy host of the inauspicious game.