Clint Eastwood Director, Producer, Music Sean Penn Jimmy Markum Actor Tim Robbins Dave Boyle Actor Kevin Bacon Sean Devine Actor Laurence Fishburne Whitey Powers Actor Marcia Gay Harden Celeste Boyle Actor Laura Linney Annabeth Markum Actor Kevin Chapman Val Savage Actor Tom Guiry Brendan Harris Actor Emmy Rossum Katie Markum Actor Spencer Treat Clark Silent Ray Harris Actor Andrew Mackin John O'Shea Actor Adam Nelson Nick Savage Actor Robert Wahlberg Kevin Savage Actor Jenny O'Hara Esther Harris Actor Robert Lorenz Producer Judie Hoyt Producer Bruce Berman Executive Producer Brian Helgeland Screenwriter Dennis Lehane Writer Tom Stern Cinematographer Henry Bumstead Production Design Joel Cox Film Editing Lennie Niehaus Conductor