I recognize this will vary depending on how much you self-host, so I’m curious about the range of experiences from the few self-hosted things to the many self-hosted things.
Also how might you compare it to other maintenance of your other online systems (e.g. personal computer/phone/etc.)?
highly recommend doing infrastructure-as-code, it makes it really easy to git commit and save a previously working state, so you can backtrack when something goes wrong
Ansible is great for this!