Vincent "The Schemer" Drucci

The cops hated Drucci and Drucci hated the cops. Once, early in his criminal career, Drucci jumped his car over an open drawbridge to escape the officers on his tail. Unfortunately, he got stuck in traffic after his leap and was apprehended. Drucci also appeared in a porno movie called “Bob’s Hot Story,” filmed in Chicago in 1923. He later served as a top aide to Hymie Weiss and took over the North Side mob when Weiss was eliminated. But Capone’s gang never got the chance to knock off Drucci. In 1927, he was killed in the backseat of a police car.

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