4 wins & 14 nominations
- 2023 Nominee ACM Award
- Song of the Year
For "You Should Probably Leave"Shared with: Chris Stapleton · Ashley Gorley - 2016 Nominee ACM Award
- Single Record of the Year
For "Buy Me A Boat"Shared with: Chris Janson · Brent Anderson - 2010 Nominee ACM Award
- Album of the Year
For "American Saturday Night"Shared with: Brad Paisley · Frank Rogers - 2006 Winner ACM Award
- Album of the Year
For "Time Well Wasted"Shared with: Brad Paisley · Frank Rogers
- 2022 Nominee CMA Award
- Song of the Year
For "You Should Probably Leave"Shared with: Ashley Gorley · Chris Stapleton - 2009 Nominee CMA Award
- Album of the Year
For "American Saturday Night"Shared with: Frank Rogers · Brad Paisley
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