Waylon Arnold Jennings was an American singer, songwriter, and musician. Jennings began playing guitar at eight and began performing at 14 on KVOW radio. His first band was The Texas Longhorns. Jennings worked as a DJ on KVOW, KDAV, KYTI, and KLLL. In 1958, Buddy Holly arranged Jennings's first recording session, of "Jole Blon" and "When Sin Stops ". Holly hired him to play bass.