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I do have a couple github repos for various things (ansible, scripts, dns). My plan for general documentation is the wiki. I've started the work on that but it's far from complete (those get saved in markdown and synced to github). Maybe the simplest solution is the one I'm avoiding. Just putting it all in a readme/changelog.
I would encourage you not to split things up too finely. A single repo for your environment would allow you to see all related changes with git. E.g. if you set up a new VM it might need a playbook to set something up, a script to automate a task, and a DNS entry. With a well put together commit message explaining why you're making those changes there's not much need for external documentation.
Maybe if you want some more info organised in a wiki, point to the initial commit where you introduced some set up. That way you can see how something was structured. Or if you have a issue tracker you can comment with research on something and then close the issue when you commit a resolution.
Try not to have info spread out too much or maintaining all the pieces will become a chore. Make it simple and easy to keep up.
I think you're right on this point. I have a tendency to over-complicate things and that leads to them getting scrapped or neglected.