13 wins & 45 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 · Joe Diffie - 1998 Nominee Grammy
- Best Country Collaboration with Vocals
For "Still Holding On"Shared with: Martina McBride
- 2005 Nominee ACM Award
- Vocal Event of the Year
For "Hey Good Lookin’"Shared with: Alan Jackson · George Strait · Jimmy Buffett · Kenny Chesney · Mac McAnally · Mike Utley · Toby Keith - 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 · Joe Diffie · Emmylou Harris · Earl Scruggs · Dwight Yoakam · Alison Krauss - 1994 Nominee ACM Award
- Top 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 · Joe Diffie · Alison Krauss · Patty Loveless · Merle Haggard · Emmylou Harris - 1994 Winner CMA Award
- Album of the Year
For "Common Thread: The Songs of the Eagles"Shared with: Vince Gill · Alan Jackson · Little Texas · Lorrie Morgan · Travis Tritt · Tanya Tucker · Trisha Yearwood · John Anderson · Suzy Bogguss · Brooks & Dunn · Billy Dean · Diamond Rio · Tony Brown · Don Cook · Jerry Crutchfield · Christy DiNapoli · Garth Fundis Jonathan · Doug Grau · Scott Hendricks · Richard Landis · Lynn Peterzell · Monty Powell · Keith Stegall · James Stroud
- 1998 Nominee American Music Award
- Favorite Country Male Artist
- 1994 Nominee American Music Award
- Favorite Country Song
For the song "A Bad Goodbye"Shared with: Wynonna Judd - 1992 Nominee American Music Award
- Favorite Country Male Artist
- 1991 Nominee American Music Award
- Favorite Country Male Artist
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