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Chicago Police Gambling Raid

Retired Intelligence Detective Gary Jenkins brings you the best in mob history with his unique perception of the mafia. In this episode, I share a riveting story of a raid conducted by the Chicago Police Department’s Intelligence Unit on a high-stakes gambling operation. The operation, ordered by Captain Duffy, involved meticulous surveillance of key figures of the Outfit’s Westside crew, leading to the apprehension of nine individuals and the seizure of significant cash and incriminating records. Reflecting on the event, I highlight the strategic approach taken during the raid and the cooperation received from some of the individuals involved. This narrative provides a glimpse into the intense undercover operations and confrontations with organized crime that defined law enforcement efforts in 1960s Chicago.
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