His fourth album, Hard Settle, Ain't Troubled, was released February 26, 2016,[3] and was a longlisted nominee for the 2016 Polaris Music Prize.
[7] The album featured guest vocals from both Katie Pruitt and Rhys Lewis[8] as well as songwriting credits from Ashley Monroe, Tucker Beathard, Thomas Finchum and Ed Robertson of Barenaked Ladies.
[15] Woods' song "Leaving Nashville" (also co-written with Abe Stoklasa)[16] has been recorded by Lady A singer Charles Kelley.
[18] In 2018, Woods was a SOCAN Songwriting Prize nominee as cowriter of James Barker Band's song "Chills".
[19] He has also co-written the number one Canada Country hits "Feels Like That" by the Reklaws and "Forever's Gotta Start Somewhere" by Chad Brownlee.
[1] "Grey Cup Ring" was inspired by Woods' father, who is a cousin of former Montreal Alouettes player Glen Weir.