Toby Keith Awards
- 2006: American Music Awards: Favorite Male Artist
- 2006: BMI: Song of the Year
- 2006: BMI: Songwriter of the Year
- 2005: CMA: Music Video of the Year
- 2005: CMT Music Awards: Hottest Video of the Year
- 2004: CMT Flameworthy Video Music Awards: Video Collaboration of the Year
- 2004: CMT Flameworthy Video Music Awards: Video Director of the Year
- 2004: CMT Flameworthy Video Music Awards: Video of the Year
- 2003: Academy of Country Music: Album of the Year
- 2003: Academy of Country Music: Entertainer of the Year
- 2003: Academy of Country Music: Top Male Vocalist
- 2003: Academy of Country Music: Video of the Year
- 2003: CMT Flameworthy Video Music Awards: Cocky Video of the Year
- 2003: CMT Flameworthy Video Music Awards: Male Video of the Year
- 2003: CMT Flameworthy Video Music Awards: Video of the Year
- 2002: CMT Flameworthy Video Music Awards: "LOL" (Laugh Out Loud) Video of the Year
- 2001: CMA: Male Vocalist of the Year
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