Boston Crime Stories

In this episode of Gangland Wire, host Gary Jenkins sits down with author Daniel Zimmerman, whose investigative works dive deep into the dark corners of Boston's organized crime world. Zimmerman has written two gripping true crime books that reveal the raw and often tragic realities of life on the fringe of the Mafia. He recounts his research for his book, Shots in the Dark, which led him to an informal meeting with former New England boss Peter Limone. His first book, Shots in the Dark, tells the harrowing tale of Rocco Anthony Balliro, a Boston mob associate whose desperate and poorly planned rescue mission turned into a deadly shootout. Believing he was storming into danger to help a friend, Rocco unknowingly walked into an ambush set by Boston police. When the smoke cleared, the cost was unimaginable—his girlfriend and her young son lay dead. Zimmerman takes us behind the headlines, exposing the chaos, confusion, and heartbreak of that fateful night. Zimmerman’s second book, Chasson’s Run: The Prison Break That Captivated America and the Love Story That Fueled It, shifts focus to one of Boston’s most violent and manipulative criminals. This is the story of a man so dangerous, yet so persuasive, that he convinced a woman to help him escape from the infamous Walpole State Prison. It’s a tale of charm, obsession, and reckless loyalty—set against the backdrop of one of the most dramatic prison breaks in U.S. history. Join us as Daniel Zimmerman unpacks these explosive stories and reflects on the twisted loyalties, romantic delusions, and violent consequences that define Boston's mob lore. Click here to see Dan's books on Amazon. Subscribe to get gangster stories weekly. Hit me up on Venmo for a cup of coffee or a shot and a beer @ganglandwire Click here to "buy me a cup of coffee" To go to the store or make a donation or rent Ballot Theft: Burglary, Murder, Coverup, click here To rent Brothers against Brothers, the documentary, click here.  To rent Gangland Wire, the documentary, click here To buy my Kindle book, Leaving Vegas: The True Story of How FBI Wiretaps Ended Mob Domination of Las Vegas Casinos.