One potentially interesting option that the author hasn’t tried is a yacht. Anybody seen any accounts of a cruising digital nomad?
If you are single or don't have any kids I think it is a lot more reasonable -- it's quite difficult to find housing for larger families. Even so, if you are capable of getting a good job working remote for a company it is possible to make it work.
I will say that Canada is in a bit of a flux right now. We are having an affordability crisis, and the cost of everything is going up.
It's not impossible to make a good life in Canada, but I think it's becoming increasing difficult and definitely not something that should be taken for granted.
Canada is a wonderful place with some of the best nature and some really lovely cities, but I would not move there to improve my financial situation.
I follow a bunch of artists and labels there, and get notifications when new stuff get published by them. If I find a new artist, I usually look them up on Bandcamp, and follow the label too, looking through whatever other stuff they published.
If I find a really small artist on Bandcamp, I usually look through which Bandcamp users have supported the artist, and look through what else they follow/collected, been finding some gems this way too, but takes a bit more effort.
Bandcamp also has something called "Bandcamp Fridays" (https://daily.bandcamp.com/features/bandcamp-fridays-update) where more of what you pay go to the artists. I usually save up what I want to buy until next Bandcamp Friday and then go on a shopping spree based on my list.
Another great source is the Bandcamp Weekly with Andrew Jervis. If you're looking for something curated that is a little less effort, this is a great option.
Fight Club had an enormous influence on me during my teenage years. It would kill the younger version of myself to learn the kind of white collar environment I operate in every day.
On one hand, Corpspeak is one of the most consistent forces of office life that beats the dying young punk voice that still whispers to me from time to time. Why don't we all just quit the tip-toeing and cut to the heart of each interaction? This way we would all be acting in our most authentic form. This would be a hardcore way to build something great together.
On the other hand, as the author describes, Corpspeak allows me to gloss over any bad feelings that may be felt or insinuated by myself or my colleagues. Although it feels inauthentic and may increase existential dread if pondered too closely, this "glossing over of feelings" makes the job less tiring, and enables me to show up for 40 hours, week after week. It also leaves me with tons of energy leftover to live the other 128 on my own terms — as long as I don't think too deeply about it all.
Fast-forward four years: I now work in software and, as others have said, I have tried and failed to find anyone who cares that I have studied high-level pure math/theoretical physics. So if I ever want back, it would be purely out of passion, not for any professional gains.
I have considered going back just to fulfill the passion side, but right now that passion does not outweigh the burden of potentially going without an income and paying out of savings to support myself and my family while I get a graduate degree, and I doubt that it ever will. I've done a lot of work to make peace with this fact of life. I have a lot of other passions, and I focus on those instead.
In theory, I think two good avenues for you to check out would be: 1) building physics and game engines at a company like Unity; 2) building the knowledge engine behind something like WolframAlpha/Mathematica. It's possible you'll need graduate school experience to be competitive for these jobs.
I'd guess that no matter what you're going to end up doing some kind of programming. I don't think formal education is required for this.