There are actually quite a number of Order of Canada recipients that are musicians. More musicians will appear in later installments.
Saskatoon native Joni Mitchell graced our radios in the decades since the sixties with her folk/pop singing that had been the influence of a great many musicians worldwide. Some of her album covers were self-drawn, and one was a self-portrait. She was made a companion of the Order of Canada in 2004.
Going back a generation in music history, Ottawa-born Paul Anka is only two years older than Joni, but had his first hit song at age 15 when Diana went to the top of the Billboard charts in 1957, and was a hit on both sides of the Canada-US border. He continued to produce hit singles well into the 1980s. Greatest hits compilations have been showing up as recently as 2013