1990s
- Grammy Awards of 1999
- Vince Gill for "If You Ever Have Forever in Mind"
Clint Black - "Nothin' but the Taillights"
Garth Brooks - "To Make You Feel My Love"
Steve Wariner - "Holes in the Floor of Heaven"
- Grammy Awards of 1998
- Vince Gill for "Pretty Little Adriana"
Clint Black - "Something That We Do"
Johnny Cash - "Rusty Cage"
Willie Nelson - "Peach Pickin' Time Down In Georgia"
George Strait - "Carrying Your Love with Me"
- Grammy Awards of 1997
- Vince Gill for "Worlds Apart"
Clint Black - "Like the Rain"
Junior Brown - "My Wife Thinks You're Dead"
Lyle Lovett - "Private Conversation"
Dwight Yoakam - "Nothing"
- Grammy Awards of 1996
- Vince Gill for "Go Rest High on That Mountain"
John Berry - "Standing on the Edge of Goodbye"
Alan Jackson - "Gone Country"
John Michael Montgomery - "I Can Love You Like That"
Dwight Yoakam - "A Thousand Miles from Nowhere"
- Grammy Awards of 1995
- Vince Gill for "When Love Finds You"
David Ball - "Thinkin' Problem"
John Berry - "Your Love Amazes Me"
John Michael Montgomery - "I Swear"
Dwight Yoakam - "Pocket of a Clown"
- Grammy Awards of 1994
- Dwight Yoakam for "Ain't That Lonely Yet"
Garth Brooks - "Ain't Goin' Down ('Til the Sun Comes Up)"
Alan Jackson - "Chattahoochee"
George Jones - "I Don't Need Your Rockin' Chair"
Aaron Neville - "The Grand Tour"
- Grammy Awards of 1993
- Vince Gill for "I Still Believe in You"
Garth Brooks - The Chase
Billy Ray Cyrus - "Achy Breaky Heart"
Randy Travis - "Better Class Of Losers"
Travis Tritt - "Lord Have Mercy on the Working Man"
- Grammy Awards of 1992
- Garth Brooks for Ropin' the Wind
Billy Dean - "Somewhere in My Broken Heart"
Vince Gill - "Pocket Full Of Gold"
Alan Jackson - "Don't Rock the Jukebox"
Travis Tritt - "Here's a Quarter (Call Someone Who Cares)"
- Grammy Awards of 1991
- Vince Gill for "When I Call Your Name"
Garth Brooks - "Friends In Low Places"
Doug Stone - "I'd Be Better Off (In a Pine Box)"
Randy Travis - "Hard Rock Bottom of Your Heart"
Dwight Yoakam - "Turn It On, Turn It Up, Turn Me Loose"
- Grammy Awards of 1990
- Lyle Lovett for Lyle Lovett and His Large Band
Clint Black - "Killin' Time"
Rodney Crowell - "After All This Time"
Randy Travis - "It's Just a Matter of Time"
Keith Whitley - "I'm No Stranger to the Rain"
Read more about this topic: Grammy Award For Best Male Country Vocal Performance