|| |- |rowspan="5"| 2013 || Home || Male Vocalist of the Year || |- |Home || Album of the Year (Artist) || |- |Home || Album of the Year (Producer) || |- | "Country Is" || Single of the Year || |- | "Home" || APRA Song of the Year || |- |rowspan="1"| 2015 || "My Country My Land" (with Dean Perrett) || Vocal Collaboration of the Year || |- |rowspan="7"| 2016 || Freedom Ride || Album of the Year (Artist) || |- | Freedom Ride || Album of the Year (Producer) || |- | "Freedom Ride" || Male Vocalist of the Year || |- | "Freedom Ride" || Toyota Heritage Song of the Year || |- | "Freedom Ride" || APRA Song of the Year || |- | "Take a Walk in My Country" || Single of the Year || |- | Troy Cassar-Daley" || CMAA Producer of the Year || |- |rowspan="2"| 2017 || Things I Carry Round || Album of the Year (Artist) || |- | Things I Carry Round || Album of the Year (Producer) || |- |rowspan="2"| 2019 || "Shadows on the Hill" || Heritage Song of the Year || |- | himself || Australian Roll of Renown || |- |rowspan="3"| 2022 || The World Today|| Top Selling Album of the Year || |- | himself || Male Artist of the Year || |- | "South" (with Ian Moss) || Vocal Collaboration of the Year || |- |} Deadly Awards The Deadly Awards, (commonly known simply as The Deadlys), was an annual celebration of Australian Aboriginal and Torres Strait Islander achievement in music, sport, entertainment and community. They ran from 1996 to 2013. |- | Deadly Awards 1997 | True Believer | Album of the Year | |- | Deadly Awards 2001 | himself | Country Artist of the Year | |- | Deadly Awards 2003 | himself | Male Artist of the Year | |- | Deadly Awards 2003 | himself | Male Artist of the Year | |- | Deadly Awards 2004 | himself | Male Artist of the Year | |- | rowspan="2"| Deadly Awards 2006 | himself | Male Artist of the Year | |- | "Lonesome But Free" | Single of the Year | |- | Deadly Awards 2007 | "Going Back Home" | Song of the Year | |- | Deadly Awards 2012 | Home | Album of the