As much as I love skyscrapers and Montreal was in dire need to a beefier skyline, I'm not so consumed by super-talls or towers more than say, 250 meters. I'm totally fine with having many, many 180-200 meter towers vs a few very tall ones.
At this point in history, skyscrapers are becoming a dime a dozen in cities; it's going to become unique when a city doesn't have any. Or has a moderate skyline. What I love about Montreal is the texture of the urban fabric. Certainly unique in Canada.
When PVM, CIBC were completed, it was pretty exceptional even by world standards. I would venture to say that the Empire State or Chrystler Building are famous because of context: when they were built.