Sounds pretty cool!

I'm curious, what big changes do you foresee having to make?

If you're using a static site generator such as Jekyll, it would likely be trivial to run through all your markdown and import it into a DB or something like that if you move over to a CMS, but I actually don't see that being likely judging by my personal experience.

I spent so many years building a blog. Once I switched over to Jekyll, I actually started writing and publishing content and I haven't looked back.

+1 for Jekyll. It has lots of plugins if you want to get fancier with it. I use Disqus for comments on mine, but there are probably others these days.

Hello from a longtime Redditor!