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2000 CMA: Album of the Year - FLY
2000 CMA: Entertainer of the Year
2000 CMA: Video of the Year - "Goodbye Earl"
2000 CMA: Vocal Group of the Year
2000 ACM: Album of the Year - FLY
2000 ACM: Vocal Duo/Group of the Year
2000 Billboard Award:
Country Artist of the Year
2000 Billboard Award:
Country Album Artist of the Year
2000 Billboard Award:
Country Artist Duo/Group of the Year
2000 Billboard Award:
Album of the Year - FLY
2000 Blockbuster Music Award:
Favorite Country Duo/Group
2000 British Country Music Award:
International Album - FLY
2000 British Country Music Award:
International Group/Duo
2000 Canadian Country Music Award:
Best Selling Album - FLY
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