Two characters are at least tangentially involved in organised crime in a major city-- probably Chicago-- in the 1920's. One is a corrupt cop, in his early 30's, Irish-American, and pretty mercenary-- no particular qualms about what he does as long as he gets ahead. Another is younger (maybe in his mid-20's), and basically a gun for hire though
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I admit that in the Chigago setting I'd be more likely to get away with the mob boss who is northern Italian and with high-ranking Irishmen in his crew, though at this stage I have him in wartime New York and the biggest thing in town outside the Five Families since Dutch Schultz is dead, Owney Madden has headed South and Lucky Luciano is in jail. Another element to consider is that in my narrative, the two biggest crims are in New York's high society, a millionaire banker and his socialite daughter.
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The younger guy's boss may even order him to pass information to the cop so the Big Boss isn't seen talking to the cop. It seems like there are lots of possibilities.
As far as crimes go, there is also extortion from local businesses. Gangs and organized crime also have another intriguing component to them and that is the sense of family and loyalty that is instilled within the organization. It has a deep root for using fear as a method of control but there is still a sense of belonging.
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