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Born in Florida, Gary by the 1940s was a member of 'Josh White and his Carolinians' and the Almanac Singers. In 1956, and as a soloist he was produced by Dean Gitter (alias 'Dean Laurence') and with guitar accompaniment by Josh White, recorded an album for the British record label Esquire. One year later it was released in the U.S. on Tom Wilson's 'Transition Records'.