> sat in fund raising meetings with VCs in toronto

There's your problem. The single biggest thing every Canadian VC is trying to figure out is "why are these people asking us for money when if they were any good they'd be in the US" so by simply asking them you're already signalling something bad. A lot of their enthusiasm for process is based on this suspicion and also that the entire industry is just a way for various professional services to extract most of the investment money, since that's the game they're so used to playing with the government.

There are some Canadian VCs earnestly trying to improve but they are overwhelmingly hilariously conservative and focused on unimportant signals over reality. This is one (but not all) of the major factors that drive basically every remotely ambitious Canadian company to run a corp in Delaware and go for funding from the US. The tax situation is the other major contributor.