16 wins & 23 nominations
- 2023 Nominee Grammy
- Record of the Year
For "You and Me On the Rock"Shared with: Brandi Carlile · Lucius · Shooter Jennings · Brandon Bell · Tom Elmhirst · Michael Giovanni · Pete Lyman - 2023 Nominee Grammy
- Album of the Year
For "In These Silent Days"Shared with: Brandi Carlile · Lucius · Shooter Jennings · Brandon Bell · Tom Elmhirst · Michael Giovanni · Phil Hanseroth · Tim Hanseroth · Pete Lyman - 2021 Nominee Grammy
- Producer of the Year, Non-Classical
- 2023 Nominee Gold Derby Music Award
- Best Country/Americana Album
for "In These Silent Days"Shared with: Brandi Carlile · Shooter Jennings
- 2022 Nominee Studio Recording Award
- Acoustic Guitar Player of the Year
- 2022 Nominee Studio Recording Award
- Producer of the Year
- 2021 Nominee Studio Recording Award
- Producer of the Year
- 2022 Nominee CMA Award
- Single of the Year
For "You Should Probably Leave"Shared with: Chris Stapleton · Vance Powell - 2021 Winner CMA Award
- Album of the Year
For "Starting Over"Shared with: Vance Powell · Chris Stapleton - 2021 Winner CMA Award
- Single of the Year
For "Starting Over"Shared with: Vance Powell · Chris Stapleton - 2019 Nominee CMA Award
- Single of the Year
For "Millionaire"Shared with: Chris Stapleton · Vance Powell
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