Jack “Legs” Diamond was an Irish American gangster in Philadelphia and New York City during the Prohibition era. Four times, gunmen shot notorious bootlegger and gangster Jack “Legs” Diamond. And four times, Diamond walked away with his life.  How did Jack Diamond earn the nickname Legs? Some say it was because of his dancing. Others say it was because Diamond ran away from death so many times.  “Legs” Diamond was known as the clay pigeon of the underworld, and rival of infamous bootlegger Dutch Schultz who once complained, “Ain’t there nobody that can shoot this guy so he don’t bounce back?”