Chicago in the 1930s 5,000 "Prohibition" violations that could have "nailed him" for 25,000-years-to-life if convicted on all the charges. And, it has been said that Capone underling Gus Winkler was prevented by other Capone men from freeing him outright, with $100,000 upfront (a tax payment, not a bribe) to the federal taxman. On 24 October 1931, one week after he was convicted of tax evasion, Al Capone was sentenced to 11 years in federal prison (first, Atlanta Federal Penitentiary, then Alcatraz Island), fined $50,000 and charged $30,000 in court costs. While awaiting transfer to Atlanta to serve his sentence, Capone sat in Cook
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,