(*): W=Win, N=Nomination
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2010 | N | Vocal Event of the Year | "I Told You So" | Carrie Underwood |
| 2009 | W | - | - | Hank Williams Jr., Kenny Rogers, Jerry Reed |
| 2004 | N | Song of the Year | "Three Wooden Crosses" | Douglas Johnson, Kim Williams |
| 2004 | N | Single of the Year | "Three Wooden Crosses" | - |
| 1999 | N | Vocal Event of the Year | "Same Old Train" | Clint Black, Joe Diffie, Merle Haggard, Emmylou Harris |
| 1992 | N | Entertainer of the Year | - | - |
| 1990 | N | Album of the Year | "Old 8 X 10" | - |
| 1990 | N | Entertainer of the Year | - | - |
| 1990 | N | Male Vocalist of the Year | - | - |
| 1989 | N | Male Vocalist of the Year | - | - |
| 1989 | N | Single Record of the Year | "I Told You So" | - |
| 1989 | N | Entertainer of the Year | - | - |
| 1988 | W | Song of the Year | "Forever and Ever, Amen" | Paul Overstreet, Don Schlitz (songwriters) |
| 1988 | W | Male Vocalist of the Year | - | - |
| 1988 | W | Single Record of the Year | "Forever and Ever, Amen" | - |
| 1988 | N | Video of the Year | "Forever and Ever, Amen" | - |
| 1988 | N | Entertainer of the Year | - | - |
| 1988 | N | Album of the Year | "Always and Forever" | - |
| 1987 | W | Album of the Year | "Storms of Life" | - |
| 1987 | W | Male Vocalist of the Year | - | - |
| 1987 | W | Single Record of the Year | "On the Other Hand" | - |
| 1987 | W | Song of the Year | "On the Other Hand" | Paul Overstreet, Don Schlitz (songwriters) |
| 1986 | W | New Male Vocalist of the Year | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1990 | W | Favorite Country Album | "Old 8 x 10" | - |
| 1990 | W | Favorite Country Single | "Deeper Than the Holler" | - |
| 1990 | W | Favorite Country Male Artist | - | - |
| 1989 | W | Favorite Country Male Artist | - | - |
| 1989 | W | Favorite Country Album | "Always and Forever" | - |
| 1989 | W | Favorite Country Single | "I Told You So" | - |
| 1988 | W | Favorite Country Male Artist | - | - |
| 1988 | W | Favorite Country Single | "Forever and Ever, Amen" | - |
| 1988 | W | Favorite Country Album | "Always and Forever" | - |
| 1988 | W | Favorite Country Video | "Forever and Ever, Amen" | - |
| 1987 | N | Favorite Country Single | "Diggin' Up Bones" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1990 | W | Male Country Artist | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2009 | N | Musical Event of the Year | "I Told You So" | Carrie Underwood |
| 2009 | N | Song of the Year | "I Told You So" | - |
| 2003 | N | Single of the Year | "Three Wooden Crosses" | - |
| 1999 | N | Vocal Event of the Year | "Same Old Train" | Emmylou Harris, Merle Haggard, Alison Krauss |
| 1992 | N | Vocal Event of the Year | - | Tammy Wynette |
| 1991 | N | Vocal Event of the Year | - | George Jones |
| 1990 | N | Music Video of the Year | "He Walked On Water | - |
| 1990 | N | Entertainer of the Year | - | - |
| 1989 | N | Entertainer of the Year | - | - |
| 1989 | N | Male Vocalist of the Year | - | - |
| 1989 | N | Album of the Year | "OLD 8x10" | - |
| 1988 | W | Male Vocalist of the Year | - | - |
| 1988 | N | Single of the Year | "I Told You So" | - |
| 1988 | N | Song of the Year | "I Told You So" | - |
| 1988 | N | Entertainer of the Year | - | - |
| 1987 | W | Male Vocalist of the Year | - | - |
| 1987 | W | Album of the Year | "Always and Forever" | - |
| 1987 | W | Single of the Year | "Forever and Ever, Amen" | - |
| 1987 | N | Entertainer of the Year | - | - |
| 1987 | N | Music Video of the Year | "Forever and Ever, Amen" | - |
| 1986 | W | - | - | - |
| 1986 | N | Album of the Year | "Storms of Life" | - |
| 1986 | N | Single of the Year | "On the Other Hand" | - |
| 1986 | N | Male Vocalist of the Year | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2006 | W | Country Album of the Year | "Glory Train" | - |
| 2005 | W | Country Album of the Year | "Passing Through" | - |
| 2004 | W | Country Recorded Song of the Year | "Three Wooden Crosses" | Rise and Shine, Doug Johnson, Kim Williams |
| 2004 | W | Country Album of the Year | "Worship and Faith" | - |
| 2004 | N | Artist of the Year | - | - |
| 2004 | N | Country Recorded Song of the Year | "Pray for the Fish" | Rise and Shine, Phillip Moore, Dan Murph |
| 2003 | W | Country Album of the Year | "Rise and Shine" | - |
| 2001 | W | Bluegrass album of the Year | "Inspirational Journey" | - |
| 2001 | W | Country Recorded Song of the Year | "Baptism" | Mickey Cates |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2010 | W | Best Country Collaboration with Vocals | "I Told You So" | Carrie Underwood |
| 2009 | N | Best Country Album | "Around the Bend" | - |
| 2007 | W | Best Southern, Country, or Bluegrass Gospel Album | "Glory Train" | - |
| 2005 | W | Best Southern, Country, or Bluegrass Gospel Album | "Worship & Faith" | - |
| 2004 | W | Best Southern, Country, or Bluegrass Gospel Album | "Rise and Shine" | - |
| 2004 | N | Best Country Vocal Performance - Male | "Three Wooden Crosses" | - |
| 2002 | N | Best Southern, Country, or Bluegrass Gospel Album | "Inspirational Journey" | - |
| 1999 | W | Best Country Collaboration with Vocals | "Same Old Train" | Clint Black, Joe Diffie, Merle Haggard, Emmylou Harris |
| 1993 | N | Best Country Vocal Performance - Male | "Better Class of Losers" | - |
| 1993 | N | Best Country Vocal Performance - Male | "Better Class of Losers" | - |
| 1991 | N | Best Country Vocal Performance - Male | "Hard Rock Bottom of Your Heart" | - |
| 1991 | N | Best Country Vocal Collaboration | "A Few Ole Country Boys" | George Jones |
| 1991 | N | Best Country Vocal Collaboration | "Waiting on the Light to Change" | B.B. King |
| 1990 | N | Best Country Vocal Performance - Male | "It's Just a Matter of Time" | - |
| 1989 | W | Best Country Vocal Performance - Male | "Old 8 x 10" | - |
| 1988 | W | Best Country Vocal Performance - Male | "Always and Forever" | - |
| 1987 | N | Best Country Vocal Performance - Male | "Diggin' Up Bones" | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2008 | N | - | - | - |
| 2008 | N | Mainstream Country Artist of the Year | - | - |
| 2007 | N | Mainstream Country Artist of the Year | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1990 | N | International Entertainer of the Year | - | - |
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