I think I could improve the format a bit with something like Jekyll, but I haven't had a good chunk of time to sit down and work on it

You can also link between Org documents and org-publish will export the documents with working web links, if you're lucky. That's how https://entropicthoughts.com works.

I've wanted to work with org mode for so long, but I can't simply bring myself to use emacs. Nothing personal. Org mode is awesome, tho.

if you do decide to give it a try, and are coming from vim, i've had a good experience with https://github.com/emacsorphanage/god-mode as a way to kind of bridge the gap into modal editing