I've been considering a move to suburban Toronto for a few years now. There are many arguments for an against the move.
For:
-Politics (Left of the US)
-Pot (Decriminalized)
-Money (I would be very well-to-do in Canada with the conversion rate and all)
-Friends (draft dodgers my dad knew still live up there to this day)
against:
-Taxes (higher % taxes)
-Friends (most of my friends remain here in greater NYC)
-I have lived in NY all my life
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What should I do?
I certainly wouldn't move there because of the politics. If you have another valid reason to live there, like a good job opportunity, then it may be worth considering.
I don't think your dad's friends are a good reason to move there. Parents' friends are not a good substitute for your own friends.
The cost of living there from what I hear is high, which could negate the financial benefits that you think you're going to get. If you really want to be well-to-do, you could take your money and move to a nice part of the south, or in a more extreme case, to Mexico or someplace like that.
One thing against Toronto would be the weather. It is much colder than the NY metro area. The NY weather that is comparable is Rochester or Buffalo, and I've been there in the winter. It would take a lot of getting used to.
I hear Toronto's a great city, but I would only move there for a great job opportunity.