[antidoh]

"If you wanted an article named An Introduction to Software Engineering to appear in the Software category, the location of the file would look like this:

    /articles/Software/intro_to_software_engineering.md"

And if an article fits in more than one category, would you put soft links to that article in various other category directories?

I might not have made the categories implemented as directories, although I understand your desire for simple as possible.

[brewerhimself]

I hadn't considered that some posts may fall into multiple categories, but I'll give it some thought. In the mean time, just choose whichever category works better.