From Hong Kong to Boston: The Adaptation Process
The journey of The Departed began with the critically acclaimed Hong Kong thriller Infernal Affairs (2002), directed by Andrew Lau and Alan Mak. Brad Pitt's production company, Plan B Entertainment, acquired the remake rights shortly after the original's release, with Brad Grey later bringing the project to Warner Bros. Initially, Brad Pitt was considered for a leading role with Derek Cianfrance (Blue Valentine) directing, but as the project evolved, Pitt remained only as producer.
Martin Scorsese came on board after completing The Aviator (2004), attracted to the material's potential to explore themes of identity and moral ambiguity that had been present throughout his filmography. While Scorsese rarely works with material originated by others, he saw an opportunity to transform the Hong Kong thriller into a distinctly American narrative infused with specific cultural context.
Screenwriter William Monahan, a Boston native with intimate knowledge of the city's social dynamics, was crucial to this cultural transformation. Rather than simply translating the original script, Monahan created a new work deeply embedded in Boston's ethnic politics, criminal history, and social hierarchy. The decision to focus on the Irish mob rather than Italian Mafia (Scorsese's more familiar territory) brought fresh elements to the director's exploration of criminality while drawing from Boston's specific history, particularly the notorious career of Whitey Bulger, who operated as both crime lord and FBI informant.
Assembling an All-Star Cast
The film's extraordinary ensemble came together through a combination of established Scorsese relationships and new collaborations. Leonardo DiCaprio, working with Scorsese for the third time following Gangs of New York and The Aviator, was initially slated to play Sullivan but lobbied for the more psychologically complex role of Costigan. Matt Damon, a Boston native whose local knowledge proved valuable during production, accepted the role of Sullivan, drawn to the opportunity to portray a character whose villainy lies beneath a respectable surface.
Jack Nicholson's casting as Frank Costello created the most production challenges and creative opportunities. Nicholson initially declined the role, feeling it was underwritten, but eventually agreed after Scorsese granted him unprecedented freedom to develop the character. Many of Costello's most memorable moments—including the cocaine-fueled scene with the severed hand and the dildo—were Nicholson improvisations that Scorsese incorporated into the final film. This collaborative approach created a character more flamboyantly theatrical than in Monahan's original script.
The supporting cast included both Scorsese veterans like Ray Winstone and new collaborators like Mark Wahlberg, whose performance as the abrasive Dignam earned the film's only acting Oscar nomination. Vera Farmiga, cast after impressing Scorsese with her work in independent films, had the challenging task of portraying the only significant female character in an overwhelmingly masculine narrative. Her performance as Madolyn brings emotional complexity to what could have been a mere plot device, creating a character whose intelligence and vulnerability make her relationships with both protagonists credible.
Shooting in Boston: Authenticity and Challenges
Though set primarily in Boston, the film was shot partly in New York due to budget considerations, with Scorsese's team carefully selecting Boston locations that would establish authentic atmosphere while working within production constraints. Key scenes were filmed in genuine Boston neighborhoods, including Southie (South Boston) and the North End, while other sequences used New York locations dressed to resemble their Boston counterparts.
Cinematographer Michael Ballhaus, working on his seventh collaboration with Scorsese, developed a visual approach that distinguished the film from other crime thrillers and from the director's previous work. Rather than the stylized lighting and elaborate camera movements of films like Goodfellas, The Departed employs a more restrained visual language with an emphasis on surveillance and observation. The color palette features strong reds against institutional blues and grays, creating visual tension that mirrors the narrative's opposing forces.
Production faced numerous practical challenges, particularly weather-related delays during the Boston shooting schedule. The scene where Queenan falls to his death from the roof was especially difficult, requiring multiple night shoots during inclement weather. The cast's star power also occasionally complicated location shooting, with Nicholson's presence in particular drawing crowds that disrupted filming in public Boston locations.
Post-Production and Release
In post-production, Scorsese reunited with longtime editor Thelma Schoonmaker to shape over a million feet of film into the final 151-minute cut. Their collaborative process focused on maintaining narrative tension while developing the psychological depth that distinguishes the film from conventional thrillers. The editing emphasizes parallel action between the protagonists through cross-cutting techniques that highlight their mirrored experiences.
The film's music represents a departure from Scorsese's typical approach of using period-specific popular songs as commentary. While the soundtrack includes some characteristic choices—most notably the repeated use of The Rolling Stones' "Gimme Shelter" to signal impending violence—much of the film uses Howard Shore's original score to create atmosphere and tension. The decision to open with The Dropkick Murphys' "I'm Shipping Up to Boston" immediately establishes cultural context while signaling the film's contemporary setting.
Released in October 2006, The Departed achieved both critical acclaim and commercial success, grossing $291 million worldwide against its $90 million budget. It dominated the 2007 Academy Awards, winning Best Picture, Best Director, Best Adapted Screenplay, and Best Film Editing. The Best Director win for Scorsese was particularly significant, representing long-overdue recognition after five previous nominations and numerous perceived snubs throughout his career. While some critics argued the Academy was rewarding Scorsese's career rather than his best work, the film's enduring reputation has confirmed its artistic merits beyond its historical significance in Scorsese's career.