Al Capone All-American: The St. Valentine's Day Massacre

Al Capone All-American: The St. Valentine's Day Massacre

From The Outfit by Headgum

February 12, 2026 · 1h 3m

About this episode

This episode explores the St. Valentine's Day Massacre and its connection to Al Capone amidst a gang war in Chicago.

February 14th, 1929: a routine police raid on a Chicago garage turns out to be anything but, as seven men are machine-gunned to death; an event colloquially known as the St. Valentine’s Day Massacre. In this episode of “Al Capone All-American,” love is NOT in the air, as Dan and Alana find that the dead men are but collateral damage to an insidious gang war gripping the streets of Chicago—and all signs point to one Al Capone. Sources A special debt of gratitude to William J. Helmer & Arthur Bilek, authors of  The St. Valentine's Day Massacre: The Untold Story of the Gangland Bloodbath that Brought Down Al Capone --the book which solved the case. A special thank you as well to William J. Helmer for his role in publishing Georgette Winkler's  Al Capone and His American Boys: Memoirs of a Mobster's Wife,  the most important account of the slayings. Historian Mario Gomes's excellent website, My Al Capone Museum ( https://www.myalcaponemuseum.com/ ) Capone: The Man and the Era  by Laurence Bergreen Mr. Capone: The Real - and Complete - Story of Al Capone , by Robert J. Schoenberg Capone: The Life and World of Al Capone  by John Kobler Al Capone: His Life…

People in this episode

Hosts: Dan, Alana

Topics covered

Keywords

Mentioned in this episode

Organizations: My Al Capone Museum

Books & works: The St. Valentine's Day Massacre: The Untold Story of the Gangland Bloodbath that Brought Down Al Capone, Al Capone and His American Boys: Memoirs of a Mobster's Wife, Capone: The Man and the Era, Mr. Capone: The Real - and Complete - Story of Al Capone, Capone: The Life and World of Al Capone, Al Capone: His Life, Legacy, and Legend, The Wicked City: Chicago From Kenna to Capone, Al Capone’s Beer Wars: A Complete History of Organized Crime in Chicago During Prohibition, Gangland Chicago: Criminality and Lawlessness in the Windy City

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