AlvinofDiaspar
Moderator
Of the Olympics held in Canada, there was:
Montreal 1976 Summer Olympics - This, financially, is probably the worst-performing Canadian olympics. On the whole though, the city is still very proud of having hosted the olympics (see this article from a few weeks ago). The olympic stadium wasn't completed in time, it isn't fully functional, and it doesn't have any sports teams as tenants so it is heavily underused. Montreal was in the habit of building white elephants at the time (Mirabel airport comes to mind) and there was a big problem with corruption in construction that continues to this day. This is pretty much a worst case scenario.
Montreal was basically trying to pull a Beijing (of its' time) and hired a Starchitect for the job - and stuck with the scheme until it's too late. They're basically trying to build a Skydome AND a CN Tower (plus a whole bunch of specialized venues) in one blow. Poor oversight and corruption reared its' ugly head in that one.
AoD