Rollin Oscar Sullivan was born in Edmonton, Kentucky, one in a family of ten. Rollin and brother Johnny Sullivan toured together in the 1930s; they were also in a local group known as the Kentucky Ramblers. They made their professional debut on WTJS-AM in Jackson, Tennessee, about 1939. In 1942, Rollin joined Paul Howard’s Arkansas Cotton Pickers playing an electric mandolin, where he received the nickname Oscar. Johnny was in the military at the time. In the summer of 1944, Oscar, with WSM-AM’s Grand Ole Opry, played tent shows with Eddy Arnold.
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