Awards 2008 Country Recording of the Year Risk 2008 Humanitarian Award 2001 Best Country Male Artist 2000 Best Country Male Artist 1999 Best Country Male Vocalist 1998 Country Male Vocalist of the Year 1998 Male Vocalist of the Year 1997 Country Male Vocalist of the Year Nominations 2016 Country Album of the Year Frontier 2008 Country Recording of the Year Risk 2008 Humanitarian Award 2005 Country Recording of the Year This Time Aorund 2002 Best Country Artist/Group 2001 Best Country Male Artist 2000 Best Male Artist 2000 Best Country Male Artist 1999 Best Country Male Vocalist 1998 Country Male Vocalist of the Year 1998 Male Vocalist of the Year 1998 Best Video A Little In Love - Paul Brandt 1997 Male Vocalist of the Year 1997 Country Male Vocalist of the Year