Frank Capone with mobster John Torrio. By 1918, Torrio had moved to Chicago to help a relative defend his rackets, and Torrio soon asked Al and later Frank to join him there. By 1920, Torrio had taken charge of the South Side Gang and the Prohibition era had started. As the gang increased in power and wealth, so did Al and Frank. In 1923, Chicago voters elected a new mayor, William Dever, who proceeded to crack down on Torrio, the Capone brothers, and their South Side Gang. In response, Torrio tasked Al with creating speakeasies, brothels, and illegal gambling dens in Cicero,
Al Capone and the Bowery Boys. He then joined the Brooklyn Rippers, and then the powerful Five Points Gang based in Lower Manhattan. During this time, he was employed and mentored by fellow racketeer Frankie Yale, a bartender in a Coney Island dance hall and saloon called the Harvard Inn. Capone inadvertently insulted a woman while working the door at a Brooklyn night club and was slashed by her brother Frank Gallucio. The wounds led to the nickname "Scarface" which Capone loathed. When he was photographed, he hid the scarred left side of his face, saying that the injuries were war wounds.