annual awards night to recognise, promote and celebrate the success of Australia's Independent Music sector. They commenced in 2006. |- | AIR Awards of 2011 |Troy Cassar-Daley Live | Best Independent Artist | |- | AIR Awards of 2015 |Freedom Ride | Best Independent Country Album | |- APRA Awards Cassar-Daley had been nominated for twelve awards, winning three at the APRA Awards. |- | 1998 || "Little Things" || Most Performed Country Work || |- | 1999 || "Biggest Disappointment" || Most Performed Country Work || |- | 2000 || "They Don't Make 'Em Like That Anymore" || Most Performed Country Work || |- | 2004 || "Wish I Was a Train" (with Paul Kelly) || Most Performed Country Work || |- | 2005 || "Factory Man" || Most Performed Country Work || |- | 2007 || "Going Back Home" || Most Performed Country Work || |- | 2008 || "Everything's Going to be Alright" || Country Work of the Year || |- | 2010 || "Big Big Love" || Song of the Year || |- | 2010 || "Big Big Love" || Country Work of the Year || |- | 2012 || "Country Is" (Troy Cassar-Daley / Colin Buchanan) || Song of the Year || |- | rowspan="2"| 2013 || "Country Is" || Most Performed Country Work || |- | "Home" || Song of the Year || |- | rowspan="2"| 2016 | "Another Australian Day" | rowspan="2"| Song of the Year | |- | "Freedom Ride" (with Paul Kelly) | |- | rowspan="2"| 2020 | "Wouldn't Change a Thing" | Most Performed Country Work of the Year | |- | "Shutting Down Our Town" (Cassar-Daley) by Jimmy Barnes featuring Troy Cassar-Daley | Most Performed Rock Work of the Year | |} ARIA Awards Cassar-Daley has been nominated for thirteen awards, winning five at the ARIA Music Awards |- | 1995 || Beyond the Dancing || Best Country Album || |- | 1997 || "True Believers" || Best Country Album || |- | 1998 || True Believer || Best Country Album || |- | 2000 || Big River || Best Country Album || |- | 2002 || Long Way Home || Best Country Album || |- | 2004 || Borrowed & Blue || Best Country Album || |- | 2006 || Brighter Day || Best Country Album || |- | 2009 || I Love This Place || Best Country