Jimmie Dale Gilmore, is part of the 'Lubbock' sound in country music that I favor. Lot's of great ones in that group: Willie, Waylon being the two best known, but then there is a slew of others: Jerry Jeff Walker, Butch Hancock, Guy Clark, Joe Ely, Rober Earl Keen just to name a few.
Here is a favorite:
Dallas -- Jimmie Dale Gilmore