Hardest vote I'll ever have to do in my shoppe. My two favorite country artists. Willie was the better songwriter and had a guitar tone that is most unique in the history of the genre. So much jazz and blues influence.
But Waylon is one of the most bad ass humans ever and in my estimation the tuffest sounding country vocalist ever. Waylon by a nose.
After living in Texas for 7 years I can say all the real Gs fucking love Waylon and Merle. Obviously Willie is a legend... so whatever. But Waylon's voice is like a fucking perfectly broken in leather chair.
Not so fast my fren. I could argue both sides of this pretty easily. But based on you're residence in Hillsboro you're biased I'm sure to the Sun Artists.
Willie, Waylon, Cash and Merle are pretty much the Four Horseman to me and basically interchangeable from a bad assery perspective. I'd have been perfectly happy with any of the 4 winning this bitch. And one of them will.