His personality are dominating, uncouth, reckless, and political. Al Capone might as well be the mayor of Chicago. He was kind and generous to some and deranged and violent to others. Plus, he had syphilis, which made him increasingly unreliable. Al Capone, American Prohibition-era gangster who dominated organized crime in Chicago from 1925 to 1931. Big mouth, hot tempered character who just partied and was hungry for money. Capone always saw himself as a businessman, even when ordering violent