On one hand, the documentary is gripping, because we love a good mobster story and Bulger's saga, one of the inspirations for the Jack Nicholson character in "The Departed" and likely to be the subject of its own movie possibly starring Johnny Depp, is straight out of Hollywood.
It's one more bizarre mystery surrounding Whitey Bulger, the model for Jack Nicholson's character in Martin Scorsese's Oscar winning film "The Departed" and the brother of former Massachusetts Senate President Bill.
But compared to the long, bloody career of Whitey Bulger, which left dozens of bodies in its wake (and helped inspire the Jack Nicholson character in "The Departed," a fact left out here) this isn't the story that really compels our attention.
Despite the character study that the first part of the title suggests, no attempt is made to speculate on Bulger’s psychology or even elaborate his personal history in order to inform a viewership how exactly a South Boston son of a longshoreman could grow up to be one of the most famous killers in recent history, not to mention inspire a legendary status and outsized myth that led to Jack Nicholson’s character in The Departed.
Second only to Osama bin Laden on the FBI’s Most Wanted list during most of the past decade (and nowhere near as charming as Jack Nicholson’s spin on him in The Departed), James “Whitey” Bulger ruled South Boston for decades until going into hiding for 16 years.
His run as head of the Winter Hill Gang spawned a library full of books and Martin Scorsese's film "The Departed."