but the land we are talking about is the swamp lands of northern Ontario where my family were born and raised off of.
Ah, well then. If it is your land then I am SURE that nobody else would think of trespassing on it After The Fall.
Food will be cyclical so one has to know how to prepare for every period of the year
Which requires a lot more supplies to survive The First Winter. Like I said.
And it ALSO assumes nobody is going to come and fuck up your ecosystem during the summer/fall. Doesn't matter if THEY die that first winter, they already made sure you will too.
All this doesn’t guarantee my survival in this scenario … it just means my chances would be higher than most other people.
Higher doesn't mean successful.
And I would very much say, without any more info, that you are vastly overestimating your own chances on your own (especially since it sounds like your parents had a community or at least each other and you only learned how as part of a community with them) AND underestimating all the (I don't know the Canadian equivalent. Probably Canadian Tire since that is the everything store?) REI-chic folk who have been learning this as a hobby and will probably also make it pretty far into that first winter before, hopefully, making their way back to "society" in an attempt to scavenge there with the rest of people.