Machine Gun Kelly was an American bootlegger, bank robber and kidnapper who made headlines in the 1930s. He was sentenced to life in prison along with wife Kathryn Kelly in 1933. I choose him as number 3 because he may be memorable to students because there is currently an American rapper with the same name. I also choose him because the real Machine Gun Kelly spent time in Alcatraz and is one of its most famous prisoners. He was also famous for kidnapping an oil tycoon with his wife.
Tabloid newspapers called him the Teflon Don for his seeming ability to avoid prosecution. He was also known as the Dapper Don, due to his immaculate style, which consisted of double-breasted Italian suits from Brioni, hand-painted silk ties and his halo of perfectly coiffed hair. I choose him as number 2 because John Gotti became head of the Gambino crime family. Gotti was eventually convicted on multiple criminal counts and sentenced to life in prison. He died on June 10, 2002. I also choose him because there is a reality TV show of his children and it reminded me of Son of the Mob.
A child from an Italian immigrant family, Al Capone, also known as "Scarface," rose to infamy as the leader of the Chicago Outfit, an organized crime syndicate during the Prohibition era. I choose him as #1 because he was also sent to the famous Alcatraz Prison in 1934 for a tax evasion conviction,=He had a personal fortune estimated at $100 million as the head of the infamous crime organization.