Legs Diamond

Jack Diamond
Philadelphia mugshot of Jack Diamond, 1929
Born	John Thomas Diamond (1897-07-10)July 10, 1897 Philadelphia, Pennsylvania, USA
Died	December 18, 1931(1931-12-18) (aged 34) Albany, New York
Cause of death	Gunshot
Other names	Gentleman Jack
Occupation	Bootlegger
Criminal charge	Burglary (February 14, 1914); Desertion from US Army (1918–1919); Kidnapping (1930)—sentenced to 4 years {twice acquitted}

Jack "Legs" Diamond (born John Thomas Diamond; July 10, 1897 – December 18, 1931), also known as Gentleman Jack, was an Irish American gangster in Philadelphia and New York City during the Prohibition era. A bootlegger and close associate of gambler Arnold Rothstein, Diamond survived a number of attempts on his life between 1916 and 1931, causing him to be known as the "clay pigeon of the underworld". In 1930, Diamond's nemesis Dutch Schultz remarked to his own gang, "Ain't there nobody that can shoot this guy so he don't bounce back?"

Diamond was born July 10, 1897, to Sara and John Diamond, who emigrated from Ireland in 1891 to Philadelphia, USA. In 1899, Jack's younger brother Eddie Diamond was born. Jack and Eddie both struggled through grade school, while Sara suffered from severe arthritis and other health issues. On December 24, 1913, Sara died from complications due to a bacterial infection and high fever. John Diamond, Sr. moved to Brooklyn shortly afterwards.

Diamond soon joined a New York street gang called the Hudson Dusters. Diamond's first arrest for burglary occurred when he broke into a jewelry store on February 4, 1914, with numerous arrests following through the remainder of his life. Diamond served in the U.S. Army during World War I, but deserted in 1918 or 1919, then was convicted and jailed for desertion.

Once free of jail, Diamond became a thug and later personal bodyguard for Arnold Rothstein in 1919.

On October 16, 1927 Diamond tried to stop the murder of "Little Augie" (Jacob Orgen). Diamond's brother Eddie was Orgen's bodyguard, but Legs Diamond substituted for Eddie that day. As Orgen and Diamond were walking down a street on the Lower East Side of Manhattan, three young men approached them and started shooting. Orgen was fatally wounded and Diamond was shot two times below the heart. Diamond was taken to Bellevue Hospital, where he eventually recovered. The police interviewed Diamond in the hospital, but he refused to identify any suspects or help the investigation in any way. The police initially suspected that Diamond was an accomplice and charged him with homicide, but the charge was later dropped. The assailants were supposedly hired by Louis Buchalter and Gurrah Shapiro, who were seeking to move in on Orgen's garment district labor rackets.