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Kris Kristofferson

American country music singer, songwriter, musician, and film actor

1

Lee Clayton

American musician

2

The Highwomen

American country supergroup

3

Shooter Jennings

Country music artist

4

Billy Joe Shaver

American country music singer-songwriter

5

Jessi Colter

American country music artist

6

Waylon Jennings

American country music singer, songwriter, and musician (1937-2002)

7

The Highwaymen

American folk band

8

Tyler Farr

American country music singer

9

Daryle Singletary

American singer

10

Frankie Ballard

American country singer

11

Sammi Smith

American country music singer and songwriter

12

Johnny Cash

American singer-songwriter and actor

13

Travis Tritt

American singer

14

Len

Canadian alternative rock band