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The Underboss: The Rise and Fall of a Mafia Family
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The Underboss: The Rise and Fall of a Mafia Family

3.71  ·  Rating Details ·  157 Ratings  ·  7 Reviews
On February 26, 1986, Mafia underboss Gennaro Angiulo was convicted of racketeering and sentenced to forty-five years in prison. In The Underboss, bestselling authors Dick Lehr and Gerard O'Neill tell the story of the fall of the house of Angiulo. The Federal Bureau of Investigation, aided in part by the Irish Mob's Whitey Bulger, entered the Boston Mafia's headquarters in ...more
Mass Market Paperback, 260 pages
Published April 5th 2002 by PublicAffairs (first published 1989)
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True Crime
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Feb 16, 2014 Stevie rated it it was amazing
One of the best La Cosa Nostra book's I have read The Underboss details the rise and fall of Boston's most powerful Italian mobster, Gennaro "Jerry" Angiulo. Angiulo and his brothers controlled the city's gambling and loansharking rackets from their stronghold in the city's close-knit North End. Jerry Angiulo has to be one of the vilest creatures in the history of the American Mafia ruling with an iron-fist and continually berating his underlings which included calling his son Jason a "cocksucki ...more
I got this book because of how much I enjoyed Black Mass, this author’s book about Whitey Bulger. This book follows the investigation into Gennaro Angiulo who ran Boston for the Patricia family. It was okay but the Boston mobsters just aren’t as interesting as NY or Chicago or even their Irish counterpart Bulger in the same city. Interesting that John Morris and John Connolly who were brought down in the Bulger investigation.
May 20, 2007 liz rated it liked it
The true story of Gennaro "Jerry" Anguilo, who ran the numbers racket for the Boston Mafia (and all mob actions for the city).

There was no way I could not love this book; Jerry lived in the town where I grew up. Jerry's still in prison, but we'd go trick-or-treating to his house (where his wife still lives) every Halloween (because they give out full-size candy bars). My family gets Christmas cards for the Anguilos. And I also recognized some places in the North End; Cafe Pompeii (an Anguilo han
Mar 20, 2013 Mark rated it it was amazing
This terrifying book refutes the notion that the preponderance of organized crime in the Northeast is confined to New York City. From Boston to Providence to Hartford, few in "the life" could afford false steps under the paranoid eyes of Jerry Angiulo, especially given his ties to the legendary Whitey Bulger. After you read this book, you'll be forgiven a case of the willies as you walk Boston's North End of Providence's Federal Hill. For those morbidly fascinated by organized crime, this is a p ...more
Mar 27, 2011 George rated it liked it
I grew up outside of Boston and went to high school with some of the Angiulo family, so I had a personal interest in this book. The book filled in a lot of the "gaps" concerning the Angiulo's and organized crime in the area. For this alone, I enjoyed the book and would recommend it highly to people like me, who know the area, and have an interest in organized crime. For those whose interest is purely the "true crime" genre, I would say it's "pretty good".
Nov 24, 2013 Matt rated it liked it
The full Rise and fall of Jerry Anguilo and Family. Outlines the Boston and new England Italian Mob origanizations from the 30's through the 80's. Outlines the Patriarcha(providence Rhode Island) Family relationships. Anguilo ended up in Jail for lfe in the 80's. Made room for the Winter Hill/Whitey Bulger era in Boston.

If you are into Boston Mob History, this is a decent read.

Sarah Bykowski
The Underboss was an okay read. There was no driving plot, and it jumped around too much for my taste. It also seemed that a lot of the info was restated a few times, as if simply to make the book longer. Now, I know that it is a work of non-fiction, but that doesn't mean they have to be confusing and well...boring with it. Definitely not a book I'd pick up again.
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Dick Lehr is a professor of journalism at Boston University. From 1985 to 2003, he was a reporter at the Boston Globe, where he was a Pulitzer Prize finalist in investigative reporting and won numerous regional and national journalism awards. He served as the Globe's legal affairs reporter, magazine and feature writer, and as a longtime member of the newspaper's investigative reporting unit, the S ...more
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