Paul Dillon began his professional career on the Chicago stage, where he appeared in a number of major productions, including Killer Joe, Hellcab (one of Chicago's longest running plays) and The Conquest of the South Pole. He is also a founding member of Chicago's Bang Bang Spontaneous Theatre. Other appearances include NYPD Blue, Law & Order, Millenniem and the films Cutthroat Island; Fair Game; Blink; Chicago Cab (producer and star), based on the play Hellcab; and Held for Ransom. The younger Angelo is played by Jake Lloyd, best known for his role as young Anakin in Star Wars I: The Phantom Menace.