Episode 134: Montreal Mobster Greg Woolley

Episode 134: Montreal Mobster Greg Woolley

On Friday November 17, 2023, Montreal organized crime kingpin Gregory Woolley was killed in a hail of bullets. He over the years became a gigantic and influential drug dealer and connector of various Mob groups. As we know though, Montreal's continued Mob violence is out of control and Greg was very powerful. Someone wanted him dead. This week we delve into this fascinating criminal. Please hit the like button, subscribe and leave a review Like cigars? Check out our friends at www.privadacigarclub.com If you enjoy the show, please make sure you leave us a 5 star rating and a review! Learn more about your ad choices. Visit megaphone.fm/adchoices

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Episode 10: Carmine "The Snake" Persico

Episode 10: Carmine "The Snake" Persico

On the 10th episode of the Sit Down, Jeff and BlackJack delve into the twisted tale of Carmine Persico. Carmine got started in crime early and was a murderer by 17. He worked his way to the top of the...

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Episode 9: James "Whitey" Bulger

Episode 9: James "Whitey" Bulger

On the 9th episode of the Sit Down, Jeff and BlackJack delve into the wild tale of Whitey Bulger. Bulger assumed control of the Boston Irish Mob through treachery and murder. He also lived a double li...

2 Juni 20211h 43min

Episode 8: Joe Massino

Episode 8: Joe Massino

On the 8th episode of the Sitdown, Jeff and Blackjack delve into the wild tale of Big Joey Massino. Massino got his start on a lunch truck and someday became the boss of the Bonnano Crime Family. He t...

26 Maj 20211h 28min

Episode 7: Jimmy Burke and The Real "Goodfellas"

Episode 7: Jimmy Burke and The Real "Goodfellas"

On the 7th episode of the Sitdown, Jeff and Blackjack discuss one of the most successful and brutal non Italian gangsters in the history of the mob, Jimmy Burke. We also get into the main characters o...

19 Maj 20211h 11min

Episode 6: Tommy Pitera

Episode 6: Tommy Pitera

On the 6th episode of the Sitdown, Jeff and Blackjack discuss one of the biggest lunatics in the history of the mob. From being a black belt in karate to a hitman, Tommy "Karate" Pitera rose through t...

12 Maj 202157min

Episode 5: The Philadelphia Black Mafia

Episode 5: The Philadelphia Black Mafia

On the fifth episode of the Sitdown, Jeff delves into one of the most violent black gangs in the history of America. They ruled African American neighborhoods in Philadelphia with an iron fist and use...

5 Maj 20211h 24min

Episode 4: "The Teflon Don" John Gotti

Episode 4: "The Teflon Don" John Gotti

On the fourth episode of the Sitdown, Jeff and special guest Blackjack take a look at arguably the most iconic mob bosses in the history of organized crime. From a tenement to boss of the biggest fami...

28 Apr 20211h 22min

Episode 3: The Mafia Cops: Louis Eppolito and Steven Carracappa

Episode 3: The Mafia Cops: Louis Eppolito and Steven Carracappa

On the third episode of the Sitdown, Jeff and special guest Blackjack take a look at two of the most corrupt law enforcement officers in the history of the United States. Both men who swore to protect...

21 Apr 20211h 2min

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