I don't think the Cancon bothers as many listeners as it might seem.

The Windsor stations have a little breathing room with it since Detroit is right across the river. They only have to play 15% or so.

For Country and Rock formats, there are entire artists and bands that almost get no airplay here but are really popular in Canada, streaming and otherwise. About 6 hours east of Chicago, in Sarnia for example they flipped CHOK from Classic Hits to Country about 4 years ago. There is an American Country station right across the river in Port Huron, MI WSAQ. This didn't particularly bother anybody, since the FM station did not play any of the Canadian Country artists and it seems like they wanted to hear them in Lambton County. A lot of comments from people were people who were happy that they didn't have to tune to an American station to hear the music.