| 1988 |
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W. C. Clark's "Let It Rain" "Blues Song of The Year!!" #20Written by: Bobby Boyd, W. C. Clark, and Gray Gregson
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| 1.Earl Thomas Conley | ||||
| 1990 |
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| 2. Garth Brooks | ||||
| 1992 |
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| 3. George Jones | ||||
| 1993 |
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| 4. Conway Twitty | 2001 |
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| 16. Bobby Boyd | ||||
| 1994 |
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2001 |
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| 5. Garth Brooks | 17. Texas Country | |||
| 1995 |
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2002 |
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| 6. Billy Dean | 18. Texas To The Bone | |||
| 1998 |
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2002 |
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| 7. Vern Gosdin | 19. Melissa Sellers | |||
| 1998 |
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2002 |
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| 8. Larry McCray | 20. Don Mealer | |||
| 1998 |
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2002 |
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| 9. Garth Brooks | 21. W. C. Clark | |||
| 1998 |
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2003 |
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| 10. Garth Brooks | 22.Becca Dalrymple | |||
| 1999 |
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2003 |
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| 11. Bobby Boyd | 23. David Hunt | |||
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| 1999 |
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2003 | ||
| 12.Becca Dalrymple | 24. Gray Gregson | |||
| 2000 |
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2003 |
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| 13. Garth Brooks | 25. Bobby Boyd | |||
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| 2001 |
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| 14. Patti Loveless | ||||
| 2001 |
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2003 |
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| 15. Bobby Boyd | 27. Poobah | |||
| 2004 |
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| 28. Barbara Blue | ||||
