 Aiello was the co @-@ owner of a cheese importing business with a fellow Sicilian , Antonio " Tony the Scourge " Lombardo , an ally of organized crime figure Al Capone . Aiello was president of the company , which was called Antonio Lombardo & Co . , and Capone was said to have loaned both men $ 100 @,@ 000 to start the enterprise . With the enactment of Prohibition and the start of bootlegging , the sugar import business brought Aiello into contact with organized crime , along with his brothers Dominick , Antonio , Andrew and Carlo . In Chicago they made a small fortune selling sugar and other home @-@ cooked alcohol components to the Genna crime family , and Aiello earned enough money to buy a three @-@ story mansion in Rogers Park . However , he craved recognition and prestige in addition to money , something he was gaining as he was becoming known as the top organized crime boss of Chicago . When the Genna family lost power in Chicago following gang wars , the Aiellos believed themselves the successors of their territory . 
