Jack (John Cusack) is a tough guy with chronic bad luck but human touches. Hired by Dragna (Robert De Niro), a legendary crime boss to complete a simple but unusual task, the plot centers around the anticipated arrival of Dragna who has summoned JACK and a host of shady characters to a remote location for unknown reasons. Over the course of a long and violently eventful night awaiting Dragna's arrival, Jack's path crosses that of RIVKA (Rebecca Da Costa), a stunningly beautiful woman whose life becomes physically and emotionally entangled with Jack's. When Dragna finally arrives on the scene there are sudden and extreme consequences for all.