The film’s most persistent piece of Boston underworld lore concerns Dillon, the genial bar owner played by Peter Boyle. Dillon secretly works as a paid police informant while also functioning as a freelance killer, eventually murdering Eddie Coyle after mob figures suspect that Coyle has cooperated with law enforcement. Writer Howie Carr argued that the character was a thinly veiled portrait of Whitey Bulger, who operated from a South Boston bar, secretly supplied information to the FBI, and was connected to contract killings. The resemblance became even more striking because Coyle’s execution echoes the real 1971 murder of William “Billy” O’Brien, a Bulger associate killed amid fears that he might turn informant. George V. Higgins rejected the claim that Dillon was directly based on Bulger, although his cryptic admission that he had “wrote about Dillon before Whitey became Whitey” helped keep the theory alive. The historical truth is therefore less a confirmed identification than an unsettling overlap between fiction, Boston criminal history, and a character who appeared before Bulger’s informant status became public.
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