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.)?

For some reason my DNS tends to break the most. I have to reinstall my Pi-hole semi-regularly.

NixOS plus Docker is my preferred setup for hosting applications. Sometime it is a pain to get running but once it does it tends to run. If a container doesn’t work, restart it. If the OS doesn’t work, roll it back.

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