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Cast Alec Baldwin ..... Ellerby Amanda Lynch ..... Carmen Andrew Breving ..... Police Cell Phone Tech Anthony Anderson ..... Brown Anthony Estrella ..... Police Camera Tech Armen Garo ..... Providence Gangster #1 Billy Smith ..... Detective #1 Tailing Queenan Brian Smyj ..... Man Glassed in Bar Chance Kelly ..... Exam Instructor Conor Donovan ..... Young Colin David O'Hara ..... Fitzy (as David Patrick O'Hara) Deborah Carlson ..... Sister Mary Theresa Denece Ryland ..... Woman Doctor Gurdeep Singh ..... Pakistani Proprietor J.C. MacKenzie ..... Realtor Jack Nicholson ..... Frank Costello James Badge Dale ..... Barrigan Jill Brown ..... Executed Woman John Farrer ..... Priest at Funeral Kevin Corrigan ..... Cousin Sean Kristen Dalton ..... Gwen Larry Mitchell ..... Younger Priest Leonardo DiCaprio ..... Billy Costigan Lyman Chen ..... Translator Mark Rolston ..... Timothy Delahunt Mark Wahlberg ..... Dignam Martin Sheen ..... Captain Queenan Mary Klug ..... Billy's Aunt Matt Damon ..... Colin Sullivan Nellie Sciutto ..... Queenan's Secretary Paula Demers ..... Billy's Mother Peg Saurman Holzemer ..... Mrs. Kennefick Peter Welch ..... Other Prisoner Ray Winstone ..... Mr. French Robert 'Toshi' Kar Yuen Chan ..... Triad Boss (as Robert Chan) Robert Wahlberg ..... FBI Agent Frank Lazio Sallie Toussaint ..... Woman at Opera Sarah Fearon ..... French's Wife Tracey Paleo ..... Darlene the Secretary Vera Farmiga ..... Madolyn William Severs ..... Older Priest

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