Jackie Powers will stop at nothing to prevent his son from following him into a life of crime. With his mob employer in pursuit, a chance encounter at a roadside diner charts a new path.

Jackie Powers (Scott Caan) is a nice guy but a lousy hit man, and when he's sent to take out a crafty debtor (J.K. Simmons), Jackie only pisses him off. Fleeing the scene, Jackie takes bored waitress Lola as a hostage.

When Jackie reveals he needs money to get his son out of jail, Lola cooks up a scheme for them to get cash from her dying mother (Virginia Madsen). Meanwhile, a thug sent to kill him is sleeping with Jackie's ex. Also starring Frank Grillo, this crime-comedy is a witty homage to Tarantino and the Coen brothers.