Whitey Bulger, Jai Alai, the Winter Hill Gang, & the Tycoon Murder that Stunned America

Whitey Bulger, Jai Alai, the Winter Hill Gang...

Up next

Assassination Nation: The Balkan Clan War that Took Over Europe

In the picturesque Montenegrin port of Kotor, a cocaine trafficking partnership fractured into one of Europe’s bloodiest gang wars. A dispute over a drug shipment in Spain in 2014 split the organization into two rival clans, the Kavač and Škaljari, turning former allies into swor ...  Show more

The Fall & Rise of Pakistan’s Escobar

In our final episode on the rise and fall and rise of the Pablo Escobar of Pakistan, he negotiates his own surrender to the DEA, maneuvers his way into the U.S. while dodging Pakistani intelligence agents out to kill him, and enjoys the hospitality of the American justice system. ...  Show more

Recommended Episodes

S4 Ep3: James "Whitey" Bulger (Part 1)
Mafia

In the mid-90s, South Boston based Irish mobster, James "Whitey" Bulger would go on the run after being tipped off about an indictment coming his way. After transforming the local criminal scene in the place he grew up through gambling, drugs, and murder, his run from law enforce ...  Show more

S4 Ep4: James "Whitey" Bulger (Part 2)
Mafia

In the mid-1990s, renowned Irish mobster Whitey Bulger was in hiding from local Massachusetts police, the FBI, and US Marshals. In this episode, we'll hear what was going on behind the scenes with those he trusted most, how Bulger got around undetected, the unexpected way he was ...  Show more

Episode 171: Philly Mob Associate Roger Vella
The Sit Down: A Crime History Podcast

Today we delve into the wild story of "Crazy" Roger Vella, a young South Philly kid who idolized Joey Merlino. In the end he became Joey's driver, got involved with his own dirt and tried to frame Joey and his friends. That would lead to betrayal like most mob stories. In the fir ...  Show more

“Whitey” Pt. 1: James Bulger
Kingpins

On the brutal streets of South Boston, James "Whitey" Bulger knew that survival meant leaving nothing off the table. After doing time for bank robbery in 1956, Whitey didn't plan on rejoining the underworld. But a bloody Irish gang war put Whitey on the path to Boston gangland su ...  Show more