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I like the content, but I wish it was a blog so that I could simply follow the RSS feed.

Literally, your ideas are intriguing to me and I wish to subscribe to your newsletter.

Someone with spare time should be able to write a quick CI script to build a blog with any static site generator.

The structure is perfect for that, of course. :)

With github pages isn't that just a few setup steps away?
Why don't just make a single README.md and then split it if grows enormous.
A wiki might be helpful.
I keep my notes in an emacs .org mode document. I suspect a lot of people do this kind self improvement.