Robert Harmon Director Tom Selleck Jesse Stone Actor, Writer, Executive Producer William Devane Dr. Dix Actor Steven Flynn Actor Viola Davis Molly Crane Actor Kohl Sudduth Luther "Suitcase" Simpson Actor Orla Brady Lilly Summers Actor Gary Basaraba Norman Shaw Actor John Diehl Jerry Snyder Actor Debra Christofferson Mrs. Snyder Actor Mae Whitman Emily Bishop Actor Matt Barr Hooker Royce Actor Edward Edwards Bishop Actor Brendan Kelly Lovey Norris Actor Liisa Repo-Martell Carole Genest Actor Kerri Smith Sister Mary John Actor Stephen McHattie Captain Healy Actor Maria Ricossa Actor David Christoffel Actor John Beale Dr. Perkins Actor J.T. Allen Writer Michael Brandman Writer, Executive Producer Steven Brandman Producer