1916 in organized crime
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- Summer - New York Police break up the last of the Manhattan street gangs, including the Hudson Dusters, from The Battery to Spuyten Duyvil. Many of these former gang members would become employed as labor sluggers. Street gangs would become non-existent in New York until the release of "Kid Dropper" Nathan Kaplan and Johnny Spanish the following year.
- The Mafia-Camorra War begins in New York between the Manhattan Sicilian and Neapolitan Brooklyn Mafia.
- September 7 - Nicholas Morello, leader of the Morello crime family, is killed with bodyguard Charles Ubriaco outside a Navy Street restaurant while arriving at peace negotiations with rival Pellegrino Morano.
Arts and literature
- April 1 - Gus Alex, Chicago Outfit member
- June 10 - Peter Joseph LoCascio "Mr. Bread", New York (Lower East Side) syndicate mobster involved in narcotics