Benjamin 'Bugsy' Siegel, D.O.B. Feb 28, 1906-June 20, 1947 Early on making his money bootlegging during prohibition, he then moved to California to develop crime syndicates involved in gambling and the numbers racket. Notable mob hits include mob boss Joe Masseria. Death: Bugsy's death is an unsolved mystery, he was shot in the face with a .30 caliber military M1 rifle while sitting in his house.