Ian
6. Waylon Jennings
His most popular songs are “Good Hearted Woman”, “Luckenbach, Texas” and “I’ve Always Been Crazy”. These songs and the rest of his collection has earned himself awards such as “Male Vocalist of the Year”, “Country Music Hall of Fame induction” and even “Lifetime Achievement Award.” Tragically, Waylon Jennings died in 2002 due to complications from his diabetes, but his work and amazing voice are still loved and remembered by many.
