1999 Independent CMA (Germany) Album Of The Year "Unchained Country"
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2000 Indie Tracker Golden Music Awards Traditional Country Artist (European)
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2001 Indie Tracker Golden Music Awards Best In Country Artist Of The Year
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2001 Coast To Coast Music Awards Pioneer Award
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2001 Coast To Coast Music Awards Album Of The Year "Keeping It Country"
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2002 Coast To Coast Country Music Awards International Country Artist
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2005 The Terry Awards Album Of The Year "The Real Me"
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2007 The Terry Awards Album Of The Year "Billy Keeble Sings Wynn Stewart"
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2014 Country Music Association of Texas Male Vocalist of the Year CMA of Texas Hall of Fame Inductee
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