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AND THE AWARD GOES TO...

Award Category
ACM Single Of The Year for "It's 5 O'clock..."
ACM Vocal Event Of The Year for It's 5 O'clock..."
CMA Entertainer of the Year
CMA Male Vocalist of the Year
CMA Vocal Event of the Year for "It's 5 O'clock..."
ASCAP Songwriter/Artist of the Year
ACM Album Of The Year for "Drive"
ACM Video Of The Year for "Drive"
Grammy Best Country Song
CMA Entertainer of the Year
CMA Top Male Vocalist
CMA Album of the Year for "Drive"
CMA Song of the Year for "Where Were You..."
CMA Single of the Year for "Where Were You..."
CMT Flameworthy "Love Your Country" Video Award
ACM Song Of The Year for "Where Were You..."
ACM Single Of The Year for "Where Were You..."
ACM Top Male Vocalist
TNN Male Artist of the Year
TNN Collaborative Event (with George Strait)
TNN Album of the Year
TNN Single of the Year (with George Strait)
TNN Video of the Year
TNN Song of the Year (with George Strait)
CMA Vocal Event of the Year
TNN/Music City News Entertainer of the Year
TNN/Music City News Male Artist of the Year
TNN/Music City News Entertainer of the Year
TNN/Music City News Male Artist of the Year
CMA Entertainer of the Year
TNN/Music City News Entertainer of the Year
TNN/Music City News Vocal Collaboration of the Year
TNN/Music City News Male Artist of the Year
TNN/Music City News Single of the Year
TNN/Music City News Album of the Year
ASCAP Song of the Year
ASCAP Songwriter of the Year
American Music Awards Favorite Album
American Music Awards Favorite Single
TNN/Music City News Entertainer of the Year
TNN/Music City News Video of the Year
Academy of Country Music Top Male Vocalist
TNN/Music City News Male Artist of the Year
TNN/Music City News Single of the Year
TNN/Music City News Album of the Year
ASCAP Songwriter of the Year
CMA Music Video of the Year
CMA Single of the Year
TNN/Music City News Entertainer of the Year
TNN/Music City News Video of the Year
Academy of Country Music Album of the Year
Academy of Country Music Single of the Year
TNN/Music City News Male Artist of the Year
TNN/Music City News Song of the Year
CMA Vocal Event of the Year
ASCAP Song of the Year
CMA Music Video of the Year
TNN/Music City News Male Artist of the Year
TNN/Music City News Single of the Year
TNN/Music City News Album of the Year
Academy of Country Music Album of the Year
Academy of Country Music Single of the Year
TNN/Music City News Star of Tomorrow
TNN/Music City News Album of the Year
Academy of Country Music Top New Male Vocalist
TNN/Music City News Song of the Year
Year

2004
2004
2003
2003
2003
2003
2003
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2002
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2001
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2001
2001
2000
1997
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1996
1995
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1995
1995
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1994
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1994
1994
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1994
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1993
1993
1993
1993
1993
1993
1993
1993
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1992
1992
1992
1992
1992
1991
1991
1991
1991
1990
1990

Alan Jackson receiving ACM Award Alan Jackson receiving CMA Award Alan Jackson receiving Flameworthy Video Award Alan Jackson receiving another award

Alan Jackson receiving a TNN award 2001