Which country do you think gives you more of the freedom to be yourself as an individual - Canada or USA?

Not a psychologist myself but it sounds as if you are simply overall dissatisfied with both lifestyles. I guess it is hard to have such a nationalistic vibe in a country like canada which simply never get's into wars nor uses the excuse "because we are Americans/Canadians" to justify their own actions(as you can see I am not a fan of nationalism) or says things like "protecting the american way" or "expanding the american way". I guess you simply need to set your priorities straight. I guess setting yourself some sort of goal which wasn't inherently related to an amount of money would work.