Phillip Plazza was said to be the top gangster of Chicago Heights with a couple of hundred guys on his payroll. He had "scores" of alky cookers working for him and in a raid on one of his "cafes" Prohibition agents uncovered one of the largest stills on record along with 10,000 gallons of hooch and another 1,000 gallons of wine.The wealthy gangster was also currently under indictment for his booze biz.
He also owned two roadhouses where he sold his goods, the Milano cafe and the Derby Inn. A month and half earlier a jeweler and his date were killed in a drive-by as they stepped out of the Derby. Police believed that the bullets were meant for Plazza.
On this date back in 1926 Plazza stepped outside of the Milano, which was only four short blocks from the police station. As he stood outside his cafe a sedan drove by and a number of guns went off. The next day the Chicago Heights help wanted section had an ad seeking a new underworld gang chief. Great pay but no job security.