| Asleep at the Wheel - 1993, 1996 & 2001 | Jo Dee Messina - 1996 & 1998 | Del Reeves - 1999 |
| Tim Mcgraw - 1994 & 1995 | Keith Urban - 1997 | Dr. Hook - 2000 |
| Billy Joe Shaver - 1994 | Ricochet - 1996 & 1997 | Mindy McCready - 2000 |
| Kenny Chesney - 1994 | David Lee Murphy - 1997 | Diamond Rio - 2001 |
| Clinton Gregory - 1994 | Perfect Stranger - 1997 | Darryl Worley - 2001 |
| Waylon Jennings - 1995 | Delbert McClinton - 1997 | Redd Volkaert - 2001 & 2002 |
| Ken Mellons - 1995 & 1999 | David Allen Coe - 1998 & 2004 | Trisha Yearwood - 2001 |
| The Kentucky HeadHunters - 1995 | Highway 101 - 1998 | Chris Cagle - 2002 |
| Ty England - 1995 | Gary Allan - 1998 & 2001 | Jeff Bates - 2006 |
| Bobby G. Rice - 1995 | Keith Harling - 1998 | |
| Janie Frickie - 1996 | Neal McCoy - 1998 & 1999 | Arron Tippon - 2006 |
| Wade Hayes - 1996 & 1999 | T.Graham Brown - 1999 |
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