Keep them coming folks, this is great. I have been surprised several times already. For example, I always wondered why OLP never had any success south of the border, they were perfect for the 90s. It turns out they did! I also had suspected The Hip broke in the northern states (as with Billy Talent) but I have never really been able to confirm it.
Yeah - a few bands that we all thought should have been big in the US but didn't really crack. Like Barenaked Ladies. They tried a few times, but didn't stick.
I remember being in Daytona during spring break in the early '90s - every third song played at the 701 South club was a Tragically Hip tune. The few Americans there at that bar didn't understand what us Canadians loved about that band. I recall they made it "big enough" to play SNL but that was probably the Lorne Michaels Canadian connection.
Another one: Annihilator (metal) - apparently influenced many big name metal artists but never "made it" in the US. Or in Canada, really. Europe is another matter....