Prohibition Era

The Roaring Twenties

The Roaring Twenties. The Prohibition Laws, the Eighteenth Amendment & Volstead Act, had just been passed banning the sale of alcohol across the United States but it was largely ignored in the cities, New York, Detroit, Chicago, St. Louis etc.Before Prohibition...

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George Cassiday – The Bootlegger to Congress

George Cassiday was born in 1892 and fought in the First World War and a founder of the Irish Veterans Association upon his return after the war, he found employment difficult after the war and almost by accident he became a bootlegger, he would also become known as...

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The hit on Johnny Torrio

On the afternoon of January 24, 1925, the Czar of bootlegging and vice in Chicago, Johnny Torrio and his wife Anna pull up to their apartment building, 7011 Clyde Avenue, in a black chauffeured Lincoln around 4.30pm. Anna stepped out of the car and walked to the...

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Little Augie Orgen’s Fatal Mistake

It’s believed the partnership between Jack “Legs” Diamond and Jacob “Little Augie” Orgen started when Jack cut Little Augie into his narcotic and bootlegging business, for a slice of Little Augie’s Labor Union racket. This deal didn’t sit well with Little Augie’s top...

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Diamond Jack & His Many Aliases

Diamond Jack had a fascination and love for the Western lifestyle and made his way out to Denver, Colorado to become “a peaceful rancher with persons of culture around me,”. Hank Bosco who was a young boy at the time, would take gum and rides in the passenger seat of...

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Coll ambushes Carmine Borelli

February 12, 1930, the Schultz-Coll war began with the shooting of Carmine Borelli, one of Dutch Schultz’s top lieutenants, and Mayme Layton aka Mary Smith, on Inwood Ave, the Bronx. Apparently Vincent “Mad Dog” Coll believed Borelli knew of Coll’s war plans against...

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Diamonds hit on Schultz

October 15, 1928, Arthur Flegenheimer aka Dutch Schultz and his partner Joey Noe (pronounced Noy) we’re drinking in the Swanee Club, a notorious speakeasy on West 125th Street in Harlem. Just as the sun began to rise, Dutch and Joey left the Swanee and headed downtown...

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The St. Valentines Day Massacre

On this day, 90 years ago one of the most famous Mob Hits of all time took place, the St. Valentines Day Massacre in Chicago, where seven men were shot to death by rival gangsters. What started with the death of Dean O'Banion in 1924 ended on St. Valentines Day in...

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