Robert Harmon Director Tom Selleck Jesse Stone Actor, Executive Producer Kathy Baker Rose Gammon Actor William Devane Dr. Dix Actor Saul Rubinek Hasty Hathaway Actor Viola Davis Molly Crane Actor Kohl Sudduth Luther "Suitcase" Simpson Actor Rebecca Pidgeon Leeann Lewis Actor Sean Young Sybil Martin Actor Mika Boorem Cathleen Holton Actor Stephen McHattie Captain Healy Actor William Sadler Gino Fish Actor James Gammon Bob Actor Nigel Bennett Harrison Pendleton Actor Vito Rezza Anthony DeAngelo Actor James Preston Rogers Terry Genest Actor Jeremy Akerman Councilman 1 Actor John Beale Dr. Perkins Actor Scott Wickware Sam Holton Actor Marcia Bennett Hilda Evans Actor Tom Gallant Jesse Stone Actor Jean Morpurgo Mary Lewis Actor Craig Wood Waiter Actor Todd Hofley Alan Actor Laura Kohoot Bartender Actor Philip Dinn Cab Driver Actor Ronni Kern Writer Steven Brandman Producer Michael Brandman Executive Producer