Yeah, there has not really been very many popular Canadian musicians outside of symphonic orchestras:
Lee Aaron, Bryan Adams, Susan Aglukark, Paul Anka, Chad Allen (1st lead singer for The Guess WHo), Toya Alexis, James Anthony, Jann Arden, Richie Aucoin, Melissa Auf der Maur, and I can go on to the "B"s, "C"s, etc and then start naming bands.
But I'll just name a few more like Colin James, Neil Young, Nelly Furtado, Celine Dion (eeeeks, she shrieks), Leonard Cohen, Gordon Lightfoot, Joni Mitchell, Shania Twain, Diana Krall, Mickey Bubbles (Michael Buble), Sarah McLachlan, Feist, Jeff Healey, etcetera, ad infinitum.
Not many outside of classical at all and certainly not popular. hehehe