People often say that Hamilton and Saskatoon fly under the radar, but IMO Victoria has flown the most under the radar on SSP despite its massive transformation over the last 15 years.
Also while Toronto is the best skyline for profile pics, I really think that Vancouver and Montreal dominate for aerial shots.
I believe that Montreal will be the city that will see the biggest change in its skyline in the near future. Five 200m towers under construction, 1 of 168m , 3 of +-145m , 7 of 120m still under construction, and more to come.