2 wins & 8 nominations
- 1999 Winner Grammy
- Best Country Collaboration with Vocals
for "Same Old Train"Shared with: Dwight Yoakam · Travis Tritt · Randy Travis · Pam Tillis · Marty Stuart · Ricky Skaggs · Earl Scruggs · Patty Loveless · Alison Krauss · Emmylou Harris · Merle Haggard · Clint Black - 1993 Nominee Grammy
- Best Country Vocal Collaboration
For "Not Too Much To Ask"Shared with: Mary Chapin Carpenter
- 1999 Nominee ACM Award
- Vocal Event of the Year
For "Same Old Train"Shared with: Ricky Skaggs · Randy Travis · Patty Loveless · Pam Tillis · Merle Haggard · Marty Stuart · Emmylou Harris · Earl Scruggs · Dwight Yoakam · Clint Black · Alison Krauss - 1995 Nominee ACM Award
- Top Male Vocalist
- 1993 Nominee ACM Award
- Top Vocal Duet
- 1992 Nominee ACM Award
- Top New Male Vocalist
- 1999 Nominee CMA Award
- Vocal Event of the Year
For "Same Old Train"Shared with: Earl Scruggs · Ricky Skaggs · Marty Stuart · Pam Tillis · Randy Travis · Travis Tritt · Dwight Yoakam · Clint Black · Alison Krauss · Patty Loveless · Merle Haggard · Emmylou Harris - 1993 Winner CMA Award
- Vocal Event of the Year
For "I Don't Need Your Rockin' Chair"Shared with: George Jones · Garth Brooks · T. Graham Brown · Mark Chesnutt · Vince Gill · Alan Jackson · Patty Loveless · Pam Tillis · Travis Tritt · Clint Black - 1992 Nominee CMA Award
- Male Vocalist of the Year
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