James “Big Jim” Colosimo ruled the Chicago underworld longer than any man in the city's history. The money he raked in from the many enterprises that he controlled was conservatively estimated at $50,000 a month for about eight years. Colosimo was a strange character and a man who helped usher in Chicago's organized crime era – although he’d never actually live to see it.

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This episode was written by Troy Taylor

Produced and edited by Cody Beck

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