Episode 495: The North Side Gang and the St. Valentine’s Day Massacre
The North Side Gang: Chicago’s Irish-American bootlegging powerhouse during Prohibition, rose from street gangs under charismatic leader Dean O’Banion and waged a brutal, multi-year war against Al Capone’s Chicago Outfit. Fueled by ethnic rivalries, territorial disputes, and high-stakes hijackings, the feud escalated through retaliatory ambushes, drive-by shootings, and bombings—culminating in the infamous St. Valentine’s Day … Continue reading Episode 495: The North Side Gang and the St. Valentine’s Day Massacre
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