A member of country singer Kathleen Edwards's touring band, Bryson has also toured and recorded with many other artists, including Howe Gelb, Lynn Miles, Sarah Harmer, The Weakerthans, and The Tragically Hip.
Bryson has toured Canada and the United Kingdom extensively. He has played the South by Southwest festival and his music has been in rotation on CBC Radio 3.
He is the subject of Kathleen Edwards's song "I Make the Dough, You Get the Glory", which appears on her album Asking for Flowers.
It was announced in January 2010 that Bryson was recording songs with the Weakerthans for his next album. That album, The Falcon Lake Incident, was released October 19, 2010. He also produced Tanya Davis' 2010 album Clocks and Hearts Keep Going.
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