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| Academyof CountryMusicAwards | |
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| | Best Country Album - Troubadour |
| Country Music Association | Album of the Year - Troubadour |
| Country Music Association | Single of the Year - "I Saw God Today" |
| Country Music Association | Album of the Year - It Just Comes Natural (Two Trophies: Artist, and Producer) |
| Country Music Association | Song of the Year - "Give It Away" Awarded to Songwriter Jamey Johnson |
| Country Music Hall of Fame | Inducted into the Country Music Hall of Fame |
| | Doctor of Humane Letters presented by Texas State University–San Marcos |
| Country Music Association | Musical Event of the Year - "Good News, Bad News" (with Lee Ann Womack) |
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| | Special Achievement Award (in recognition of 50 #1 Songs) |
| CMT40 Greatest Men of Country Music | |
| | Favorite Collaborative Song - "Designated Drinker" (with Alan Jackson) |
| Country Music Association | Song of the Year - "Murder On Music Row" (Awarded to Songwriters) |
| Country Music Association | Vocal Event of the Year - "Murder On Music Row" (with Alan Jackson) |
| Country Weekly / TNN/CMT Music Awards | Album of the Year - Always Never The Same |
| Country Weekly / TNN/CMT Music Awards | |
| Country Weekly / TNN/CMT Music Awards | |
| Country Weekly / TNN/CMT Music Awards | Single of the Year - "Write This Down" |
| Country Weekly / TNN/CMT Music Awards | Impact Artist of the Year |
| Country Weekly / TNN/CMT Music Awards | Album of the Year - One Step At A Time |
| Country Weekly Golden Pick Awards | |
| Country Weekly Golden Pick Awards | |
| Country Weekly Golden Pick Awards | Favorite Video Enteratiner |
| Country Weekly Golden Pick Awards | Favorite Line Dance Song - "I Just Want To Dance With You" |
| Country Weekly Golden Pick Awards | Favorite Song - "I Just Want To Dance With You" |
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| | Favorite Country Album - Carrying Your Love With Me |
| | Favorite Country Male Artist |
| Country Music Association | Male Vocalist of the Year |
| | Most Played Artist (All Genres of Music) |
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| | Best Album - Blue Clear Sky |
| | Album of the Year - Carrying Your Love With Me |
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| | Favorite Country Album - Blue Clear Sky |
| Country Music Association | Album of the Year - Carrying Your Love With Me |
| Country Music Association | Male Vocalist of the Year |
| | Album of the Year - Blue Clear Sky |
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| | Best Single - "Check Yes Or No" |
| | Album of the Year - Blue Clear Sky |
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| Country Music Association | Male Vocalist of the Year |
| Country Music Association | Album of the Year - Blue Clear Sky |
| Country Music Association | Single of the Year - "Check Yes Or No" |
| | Single of the Year - "Check Yes Or No" |
| | Album of the Year - Lead On |
| | Single of the Year - "Check Yes Or No" |
| | Video of the Year - "Check Yes Or No" |
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| | Single of the Year - "Check Yes Or No" |
| | Tex Ritter Movie Of The Year - Pure Country |
| | Favorite Country Male Artist |
| | Country Performer Of The Year |
| Country Music Association | |
| | Presidential American Success Award |
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| Country Music Association | |
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| Country Music Association | Male Vocalist of the Year |
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| | Album of the Year - Does Fort Worth Ever Cross Your Mind |
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| Country Music Association | Album of the Year - Does Fort Worth Ever Cross Your Mind |
| Country Music Association | Male Vocalist of the Year |
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