You have a rather limited self centered perspective. In reality, Canada has far more interest in people immigrating to Canada then Canadians wishing to move to the US. Our population is growing, especially in the Toronto area. Canada has numerous characteristics that differentiate it from the US.
Given that you often quote money, size of property, boats and other "showcases" of wealth as your main motivators in your life, Florida may be a fit for you. Others value things like family, safety, sports activities, ethnic community or an interesting job at a higher level then money. Even given your biases, you still ended up in Toronto at some point. You were an owner in a market that you term a "joke".
Actually, getting into the US in terms of working papers is very difficult. Most Canadians do not work in the areas where obtaining working papers for the US would be easy.
The growth in Toronto is not actually beneficial to anyone in Toronto, other than developers perhaps. There is already enough of everything there. More people just makes the traffic worse, and clearly the housing more expensive. Maybe some businesses are benefiting from the influx of more talent, but I don't think Toronto overall is benefiting at all.
If you gave Canadians the choice to move down to the US, especially a nice climate area, where their housing dollar would go so much further, I think most would jump at the opportunity. Its true that healthcare is a huge benefit in Canada, but this can either be solved by having a good employer, or simply purchasing it from the money saved on taxes and cheaper housing.
Those people getting into these huge mortgages right now really have no idea how long it will follow them. Seriously, people used to buy property that was about 4 times their annual gross family income which allowed for paying off your mortgage, adding to savings and pensions, and have discretionary spending. Now the number is 8-10 times annual income, and all that spending is just added on as debt. This will not end well and is not sustainable.
Of course people are forced to do it because the jobs are where they are, and they have to live somewhere, and they are mostly competing with people who have unlimited funds or don't actually work in the city. But the fundamentals mean that it will be a long hard road with very little to show for it at the end. The generation buying property now will not be rich like the generation that is now retiring.
So I think most would happily choose to move if they could but there is very little ability to work outside of Canada for most Canadians, and most jobs are in big cities and hence most people are stuck where they are having to load up debt and pay insane prices for properties that will have implications for decades to come.