I'm finding it hard. I just see a bad track record with music from Canada. Nickelback, Avril Lavigne, Céline Dion, Sum 41 (who remembers them?), Barenaked Ladies, Bryan Adams and that Justin Bieber kid all grate on me, they're an assault on my ears. Alanis Morrissette was ok-ish and there was that one hit wonder Crash Test Dummies in the 90s. Oh and Shania Twain gave us Canadian inspired Country-Pop.
I challenge someone to find me something from the land of Tim Hortons and Lumberjacks that will give me aural pleasure.