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Sep 29, 2026 52 min

Chicago Rackets

from American Hauntings Podcast Hosted by Cody Beck and Troy Taylor

In the summer of 1928, Al Capone was back in Chicago and was still building his empire. Things like gambling, prostitution, and, of course, liquor, were still making up the bulk of his profits – but he knew that wasn’t going to last forever. He knew that he needed to diversify, a lesson he learned from John Torrio, who knew that Prohibition would only last for so long. Capone’s most profitable alternative to liquor was racketeering. A racketeer was defined as the boss of a supposedly legitimate business operation. Labor unions were the most common operations. Using violence and intimidation, he organized the union or pushed a group of businessmen into a “protective association.” A worker or merchant who didn’t join or refused to stay in the union and pay tribute was bombed, beaten, or intimidated into changing his mind. He was making a fortune that way -- but he had problems, too. Even as the millions continued to roll in, he found the problems hampering his business over and over again. The North Side Gang, now led by George Moran, was just as relentless as it had been under the leadership of O’Banion, Weiss, and Drucci. It was time to take care of that problem once and for all and on February 14, 1929 -- a deadly plan was hatched.

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Chicago Rackets

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This episode was published on September 29, 2026.

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