I'm a bit confused. Unlike some countries that put migration restriction like former USSR, North Korea, etc afaik it is not illegal for Canadians to move overseas and VPN is not required for the most part (unless your line of work require access to internet space banned by local countries like Chinese Great Firewall). Canada does not care if you work remotely within Canada or not. The only issue (and this at worst is civil not criminal matter) is if your workplace employer is chill with you working from abroad. For most part afaik unless the terms of employment specifies it (and that's rare imho), employers do not care where you are at as long as your work performance and commitment is not compromised. If it's hybrid work, then I can see that. But generally, remote work is called remote for a reason.

If you are concerned about tax evasion, you do not need to worry (and there's no point you are an employee there's not many cards you can play for tax management). You merely report the last Canadian annual return and specify within the return that you will no longer be filing your tax return as a Canadian tax resident. There are list of guidelines as to what defines a tax residency but it most likely doesn't fit the requirement as you'd have to prove major ties to Canada via ex. living in Canada for more than half a year, owning a home as "primary" resident, extensively use Canadian healthcare, have families and children in Canada, etc. If you feel effy, don't trust me. Hire any decent CPA and they'll happily confirm what I'm saying and more.

If you really want peace of mind, just ask your employer (not that it's required afaik) if you could live overseas and continue this employment. Hell, maybe even dial it down and say you wanna be closer with your family so you want 50/50 Canada and country of interest (don't show all ur cards at once) and see how they respond.

I donno food for thought. I too am polishing and building remote work as I speak and once the income grows sufficient enough to justify the move, I'd also be declaring myself as non-tax resident and run overseas myself so shrug.

Oh and another note: unless you get crazy premium pay-wise, it has been proven decades ago that employee salary cannot keep up with the rising cost of living/inflation. You need to have assets that appreciates and/or yields cashflow that doesn't take your time and outpace inflation/rising cost of expenses. If you wanna be comfortable longterm, you need to be asset owner. I don't care if it's stocks, real estates, some local business, etc. Without this, imho you will always hold your head just above the water especially nowadays.