In 2001, Dawson came together with Jesse Zubot, Kevin Turcotte, and Andrew Downing to release an album, Great Uncles of the Revolution Stand Up!, which won a Western Music Award.[1][2][3] In 2002, The Great Uncles of the Revolution performed at the Montreal Jazz Festival, and were presented with the Grand Prix de Jazz de Montreal.[4]
Dawson also won the Independent Canadian Music Award for Roots Album Of The Year twice, in 2000 and 2002.
Dawson continued to perform with the Great Uncles[5] and with the duo Zubot & Dawson, who won a 2003 Juno Award for Roots/Traditional Group Album with their recording Chicken Scratch.[6]
A second Great Uncles of the Revolution album, Blow the House Down, won a 2004 Juno Award for Contemporary Jazz Album of the Year.[7] In 2007, 2008, and 2009 Dawson was named Producer of the Year at the Western Canadian Music Awards.[8][9][10]
In 2005, 2006, and 2010 he won the Canadian Folk Music Award.[11] Dawson's album Nightshade appeared in Acoustic Guitar magazine's “Top 10 Guitar Albums of the Year - 2011”.
In 2012, Dawson released his album, Nightshade, through the label Black Hen Music.[12]