Tagged: Undercover Cop
The Departed: Leo’s Leather Belstaff Jacket as Billy Costigan
Vitals
Leonardo DiCaprio as Billy Costigan, undercover Massachusetts State Police trooper
Boston, Fall 2006 to Spring 2007
Film: The Departed
Release Date: October 6, 2006
Director: Martin Scorsese
Costume Designer: Sandy Powell
WARNING! Spoilers ahead!
Background
The Departed was widely released 20 years ago today on October 6, 2006, days after its September 26th premiere at the Ziegfield Theater. William Monahan adapted the material from the 2002 Hong Kong thriller Infernal Affairs, also taking inspiration from real-life Boston crime figures like Winter Hill Gang leader Whitey Bulger and his crooked FBI handler, John Connolly. After six nominations, the prolific Martin Scorsese finally won his first Academy Award for Best Director for The Departed—which was also honored with Best Picture, Best Adapted Screenplay to Monahan, and Best Film Editing to Scorsese’s regular collaborator, Thelma Schoonmaker.
This was also Scorsese’s third consecutive collaboration with Leonardo DiCaprio, who stars as the working-class Massachusetts State Police (MSP) recruit Billy Costigan tapped by Captain Oliver Queenan (Martin Sheen) to infiltrate a ruthless Boston mob run by Francis “Frank” Costello (Jack Nicholson). Continue reading

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