Jack Redmond began playing the trombone at the age of nine, thanks largely to the support of his mother, who herself had played the C-Melody Horn in movie theaters during the silent film era. Jack played throughout school and during his Air Force career, then soon hit the road, touring with a number of Big Bands during the great swing era. He performed with the bands of such leaders as Les Elgart, Claude Gordon, Jerry Gray, and Sy Zentner—yes, he played on Sy’s biggest hit, “Up a Lazy River”—as well as Les Brown and His Band of Renown.