I'm going to have to be difficult and split my answer into two parts.
Traditional/Mainstream Country Music
1. Willie Nelson
2. Dwight Yoakam
3. Sara Evans
4. Brooks & Dunn
5. Elizabeth Cook
Fringe/Folk/Alt Country Music
1. Courtney Leigh Heins
2. Justin Townes Earle
3. Old 97's
4. Kasey Chambers
5. Ryan Adams
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