Waylon Jennings was the archetypal outlaw-country singer, and every cowboy-hatted iconoclast who came after owes him a debt of gratitude. Whether it's in Sturgill Simpson's trippy take on the outlaw template, the rowdy cowpunk of Old 97's, or Eric Church's bad-boy country stomp, all these disciples bear trace elements of Waylon's whiskey-soaked swagger.