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Double Deal - True Stories of Criminals, Crimes and Lies

Double Deal - True Stories of Criminals, Crimes and Lies

Lara Chicofsky and Nina Jobe will be your guides through the darkest streets of Boston. We created this podcast to shine a light on some of the lesser known characters and crimes in Boston and New England. Of course the more infamous will also be included. They've spent the past two years researching the Boston crime scene primarily focusing on the 1960s to 1990s. There are many podcasts and books available about organized crime in the Boston area, but theirs is a bit different. Lara spent most of her life in her father’s world. Eavesdropping when she was a kid, listening intently when Richie was at the end of his life. She often took what her father said with a grain of salt. He was, after all, a conman, an expert liar and an Academy Award worthy actor, but there was always a sliver of truth in his stories. Lara and Nina will be sharing those stories and more with you.

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Jimmy Flemmi Joseph Barboza Stevie Flemmi John Martorano The Hughes Brothers Ilario Zannino

The Hit Parade of 1966

May 16, 2022

There was a total of 15 gangland slayings in the Boston area and Providence, RI between April and December 1966. We profile the Boston murder victims, share our own theories and, as usual, our snarky remarks. *Note: Willie M…

Maurice "Pro" Lerner Jack "Red" Kelley Plymouth Mail Robbery Carmello Merlino Richard Chicofsky Sonny Diaferio Thomas Richards Roy Appleton F. Lee Bailey Armored Truck Heists

Mutual Harassment - The Plymouth Mail Robbery Investigation Continues

May 9, 2022

After the Plymouth Mail Truck Robbery, Jack and his crew were under constant surveillance by the Postal Inspectors, Feds, Staties and local Police. But it was mainly the Postals who were breathing down their necks. Not one t…

Jack "Red" Kelley Carmello Merlino Richard Chicofsky Sonny Diaferio Armored Truck Heists

Back in the Saddle Again - Jack "Red" Kelley's Armored Truck Heists

May 2, 2022

Jack “Red” Kelley loved taking armored trucks more than any other type of heist. We highlight the larger and more spectacular ones from 1965 to 1967. Plus, one of the men in Jack's crew calls FBI Director J Edgar Hoover from…

Jimmy Flemmi Stevie Flemmi Raymond Patriarca Jerry Angiulo Buddy McLean Punchy McLaughlin

On The Waterfront - Part 2 - Punchy McLaughlin & Buddy McLean

April 25, 2022

The two leaders in Boston's 1960s Gang War were murdered within ten days of one another. We're taking you through the events that led up to their assassinations, the role played by Raymond Patriarca and the mafia, and why Ed…

Mafia Jimmy Flemmi Joseph Barboza Raymond Patriarca Jerry Angiulo Maurice "Pro" Lerner Jack "Red" Kelley Richard Chicofsky McLean McLaughlin Winter Hill

The Hit Parade of 1965 - The Slain & The Suspects

April 18, 2022

The gangland slayings continued in 1965. We're profiling the victims, and sharing own our theories, opinions (and snarky comments) about the FBI's investigations. Episode 25 Episode 17 Follow us on Twitter for sneak peeks of…

Jimmy Flemmi Joseph Barboza Raymond Patriarca Henry Tameleo Sammy Linden Frank Smith Teddy Green Harvey Bistany

Frank Smith - Thief, Bomber, Pastor & Nazi Sympathizer

April 11, 2022

Frank Smith was more than just a thief. An associate of Raymond Patriarca who was labeled by the press as a "big wheel" and one of the best "dynamite men" in the business, Frank would later be famous for his Nazis in Maine s…

FBI Informants Jimmy Flemmi Joseph Barboza H. Paul Rico Dennis Condon Boston Teddy Deegan Peter Limone

Edward "Teddy" Deegan - Part 3 - The Trial & The Aftermath

April 4, 2022

The final episode in our three-part series on the 1965 murder of Edward "Teddy" Deegan. If you haven't listened to the previous episodes, you can listen here: Episode 28 Episode 29 Episode 30 Follow us on Twitter for sneak p…

FBI Informants Jimmy Flemmi Joseph Barboza H. Paul Rico Dennis Condon Boston Henry Tameleo Teddy Deegan Peter Limone

Edward "Teddy" Deegan - Part 2 - The Murder Investigation

March 28, 2022

Edward "Teddy" Deegan was murdered in Chelsea, Massachusetts on the evening of March 12, 1965. His murderers were never prosecuted. Instead, the FBI launched a decades-long coverup to protect his murderers, using one of them…

FBI Informants Jimmy Flemmi Joseph Barboza H. Paul Rico Raymond Patriarca Jerry Angiulo Teddy Deegan

Edward "Teddy" Deegan - Part 1

March 21, 2022

Edward "Teddy" Deegan was murdered in Chelsea, Massachusetts on the evening of March 12, 1965. His murderers were never prosecuted. Instead, the FBI launched a decades-long coverup to protect his murderers, using one of them…

Mafia Raymond Patriarca Jerry Angiulo Henry Tameleo

New York State of Mind - Raymond Patriarca

March 14, 2022

New England mafia boss Raymond Patriarca returns as he attempts to play power games with the New York mafia families, and closer to home in Massachusetts. Spoiler: it ends badly! Episode 21 Episode 22 Follow us on Twitter fo…

About the Hosts

Lara Chicofsky

Co-Host/Content Creator

Nina Jobe

Co-host/Content Creator