Gangsters

6 Episodes
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By: Circle Of Insight Productions

Travel back to the roaring 1920s, when bootleggers built criminal empires, gangsters ruled American streets, and federal agents fought to restore order. Gangsters & the Prohibition Era tells the true stories of notorious mob bosses, daring bank robbers, corrupt politicians, legendary lawmen, and the violent struggles that defined Prohibition-era America. From Chicago’s gang wars to forgotten criminal conspiracies, each episode explores the fascinating intersection of crime, money, ambition, and power.

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The Kray Twins: The Gangsters Who Ruled London’s Underworld
The Kray Twins: The Gangsters Who Ruled London’s Underworld episode artwork
Today at 5:00 PM

In 1960s London, twin brothers Ronnie and Reggie Kray transformed themselves from East End street criminals into celebrity gangsters, rubbing shoulders with entertainers, politicians, and wealthy socialites while running a violent criminal enterprise. Behind their tailored suits, fashionable nightclubs, and carefully cultivated public image were protection rackets, intimidation, and murders that eventually attracted the attention of Scotland Yard. This episode examines how the Krays built their criminal empire, the psychological differences between the brothers, and the painstaking investigation that finally brought their reign to an end.


Frank Lucas — The Harlem Drug Kingpin and the Myth of American Gangster
Frank Lucas — The Harlem Drug Kingpin and the Myth of American Gangster episode artwork
Last Tuesday at 3:36 PM

Frank Lucas became one of America’s most recognizable drug kingpins, claiming to have built a heroin empire by importing narcotics directly from Southeast Asia during the Vietnam War. His story inspired the 2007 film American Gangster, starring Denzel Washington. But how much of Lucas’s extraordinary story was true? In this episode, we investigate his heroin distribution network, criminal prosecution, and the contradictions between his public claims and documented history. We also examine the psychology of criminal self-mythologizing and why society is fascinated by powerful outlaws.


Jimmy “The Gent” Burke: The Ruthless Gangster Behind the Lufthansa Heist
Jimmy “The Gent” Burke: The Ruthless Gangster Behind the Lufthansa Heist episode artwork
10/21/2026

Jimmy Burke was never formally inducted into the American Mafia, largely because of his Irish ancestry, yet he became one of the most influential criminal associates connected to New York’s Lucchese crime family. Known as “Jimmy the Gent,” Burke built a reputation for planning robberies, cultivating relationships with powerful gangsters, and allegedly using murder to eliminate threats to his criminal enterprises. We trace his rise through New York’s underworld, his relationship with Henry Hill, his suspected role in the Lufthansa heist, and the criminal convictions that ultimately sent him to prison. His life, later dramatized through Robert De Niro’s p...


Murder Incorporated: The Mafia’s Real-Life Death Squad
Murder Incorporated: The Mafia’s Real-Life Death Squad episode artwork
10/19/2026

During the 1930s and 1940s, a group of professional killers became one of the most feared organizations in American organized crime. Known as Murder Incorporated, these assassins carried out killings for powerful underworld figures, leaving bodies scattered across New York and beyond. But how did this network operate, and what finally brought its killers to justice? This episode explores the disturbing history of Murder Inc., the psychology of contract killers, and the investigators who helped expose a criminal enterprise built on death.


The St. Valentine’s Day Massacre: Seven Murders and a Gangland Mystery
The St. Valentine’s Day Massacre: Seven Murders and a Gangland Mystery episode artwork
10/11/2026

On Valentine’s Day in 1929, seven men were murdered inside a Chicago garage in one of America’s most notorious gangland killings. Suspicion immediately fell on Al Capone’s criminal organization, but no one was convicted of the massacre. Discover the violent rivalry and investigative mystery behind the murders that shocked the nation.


Al Capone’s Downfall: The Crime Boss Brought Down by His Own Money
Al Capone’s Downfall: The Crime Boss Brought Down by His Own Money episode artwork
10/09/2026

Al Capone controlled one of America’s most notorious criminal organizations during Prohibition, building a fortune through bootlegging, gambling, and corruption. Despite years of violence and investigations, authorities struggled to put him behind bars. Then federal investigators discovered a vulnerability hidden in his financial affairs. Discover how the most famous gangster of the 1920s was finally brought down by income tax evasion.