In this riveting episode of Crime Time, Inc., we delve into one of the most notorious events in gangster history: the St. Valentine's Day Massacre. Set against the backdrop of 1920s Chicago during Prohibition, the episode explores the violent struggle for power between two infamous figures, Al Capone and George 'Bugs' Moran. This deadly rivalry, driven by ambition, revenge, and bootlegging, culminated on February 14th, 1929, in a brutal attack that left seven men dead. The episode meticulously examines the day's events, from the mistaken identity that possibly led to the slaughter to the calculated violence executed by mobsters disguised as police officers. We also explore the aftermath, including the investigation that linked the crime to Capone through forensic ballistics and a shocking confession by minor gangster Byron Bolton years later. Despite solid evidence and compelling testimonies, the massacre remains officially unsolved. The episode also reflects on the broader impact of the massacre on both Capone and Moran, highlighting how such acts of violence can have far-reaching consequences. Join us as we unravel the mystery and legacy of the St. Valentine's Day Massacre, a seminal event that continues to captivate and horrify nearly a century later.
00:00 Introduction to the St. Valentine's Day Massacre
00:13 The Rivalry Between Capone and Moran
01:11 The Day of the Massacre
03:44 The Aftermath and Investigation
04:43 Fred Burke's Connection
07:31 Byron Bolton's Confession
10:25 The Legacy of the Massacre
13:51 Conclusion and Upcoming Episodes
About Crime Time Inc.
Crime Time Inc. is hosted by Tom and Simon—two ex-cops with decades of frontline experience and zero tolerance for fluff. Tom, a by-the-book former Deputy Chief Constable from Edinburgh, and Simon, a rule-bending ex-undercover cop from Glasgow, bring sharp insight, dark humour, and plenty of East vs. West banter to every episode.
Whether they’re revisiting cases they worked on, grilling fellow former officers, or picking apart narrated true crime stories, Tom and Simon don’t just talk about crime—they’ve lived it. Real cases. Real cops. Real talk.
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