@Matthew
I am not sure I understand what you are asking exactly. I am so familiar with almost every square inch of Toronto if only because 20 years ago I was a courier for over 5 years and had to know almost every street, building and nuance of the city by heart. More at the core of the matter, I was born in Toronto and since I was very young, I was interested in urbanisation and architecture.
I have kept up with Toronto's development every step of the way, since the early 70's, when as a kid and a budding skyscraper geek, I watched in fascination, the building of Commerce Court West.
As far as the "word on the street" goes, I am only as in the loop as the websites I follow. You may be surprised to learn that these days and for the last five years I actually live in Ottawa.