That chain doesn't look nearly heavy enough to secure something two people could lift into a flatbed truck. Is theft just less of an issue in Toronto than other cities?

Pfff, no, not judging from the number of bicycles I know have been stolen.

This is a slightly decrepit stretch of the east side of the city, so, don’t assume “trust” when you can assume “too high to think this through”.

You'd be more worried about the open window.

There are people doing this in my neighborhood in Portland as well, including with very fancy cars.

I have a neighbour who is charging his Nissan Leaf living on 2 floor of 15 storey building.