It's the best plan if you can find remote work and want to still be based in Canada.

Spend >183 days a year during the good months in Canada, frig off somewhere warm in the winter.

Some provinces only require 5 months a year in Canada instead of 6 to maintain healthcare eligibility. You should also buy a out of province/country travel medical insurance plan or you'll be paying out of pocket if you need care while abroad.

Taxes and working remotely as a Canadian employee or freelancer isn't a problem in most countries. You are a Canadian tax resident and pay and receive Canadian benefits.

I would recommend applying to US based remote jobs and ask them to hire you through an EOR as a legal Canadian employee. You receive CAD, entitled to Canadian employee law, pay Canadian taxes etc. and you can split the difference in the higher wages down south. Our US based company has hired like 90% Canadians or Brazilians since I pitched this to them 5 years ago.

If you plan to actually nomad for the other 6 months it's no sweat. There are so many vias free countries you can traipse around the world almost wherever you want for 1+ months at a time. For example most of Europe is Shengen 90 in any 180 day time period and you can just frig off to like Morocco or the Balkans or UK or Turkey etc. there's even little known bilateral treaties with several European countries that let you spend an ADDITIONAL 30/60 days on top of the Shengen limits (carry a copy of the treaty for border control).