The Underboss

by Dick Lehr

First published 1989

In early 1981, federal agents slip into the North End headquarters of Boston's most powerful crime family. Their target: Gennaro Angiulo, the ruthless underboss who controls one of America's most profitable criminal enterprises. The FBI plants surveillance equipment that will record every conversation, every deal, every betrayal within the Mafia's inner circle. As the tapes roll, they capture Angiulo and his organization conducting business with brutal efficiency. The investigation builds slowly but relentlessly toward February 1986, when Angiulo faces conviction for racketeering and a forty-five year prison sentence. The case reveals the complex web of corruption connecting the Italian Mafia, the Irish Mob led by Whitey Bulger, and federal law enforcement itself. Bulger manipulates his FBI contacts while feeding them intelligence about his rivals, playing all sides in Boston's underworld wars.

Genres: historical-fiction, mystery, crime, thriller

Vibes: dark, fast-paced, suspenseful

Tropes: enemies-to-lovers, investigation

Setting: Boston, North End

Period: 1981, 1986

Paperback · St Martins Pr

Content warnings: violence

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