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.)?

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4 points

+1 for docker and minimal maintenance. Only updates or new containers might break stuff. If you don’t touch it, it will be fine. Of course there might be some container specific problems. Depends what you want to run. And I’m not a devops engineer like Max 😅

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