Episode Details

An undercover Boston cop (Oscar-winner Leonardo DiCaprio) and a mole (Oscar-winner Matt Damon) in the police attempt to identify each other while infiltrating the Irish Mob in South Boston.  The head of that Irish gang is Frank Costello played by three-time Oscar-winner Jack Nicholson and the main handlers for the undercover cop are played by Oscar-nominee (for this film) Mark Wahlberg and Emmy-winner Martin Sheen.  Things just get increasingly complicated as investigations on both ends of the law get deeper....and the cast just gets deeper too including several notable players including Alec Baldwin, Vera Farmiga, Anthony Anderson, and Raymond Winstone.  The legendary Martin Scorsese directed this and earned his first (and still only) Oscar for Best Director  This film also earned three additional Oscars including Best Adapted Screenplay, Best Film Editing, and Best Picture.  It was also a word-of-mouth box office smash and remains one of the more quotable crime dramas of the past twenty years.

Host & Editor: Geoff Gershon
Producer: Marlene Gershon 

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