I know. I’m fickle. Maybe this one will stick for a while. Edit: Nope.
Used exitwp to convert the older WordPress posts to Markdown. Discovered that I like how Emacs handles Markdown files more than Vim. Contemplated drinking heavily to readjust my world view, decided against it.
Even so, I kept bumping into issues with Jekyll - that can happen with opinionated software. Gave Pelican a try, and turns out Pelican was exactly what I was looking for.