Selfhosted
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I know you're half joking. But nevertheless, I'm not missing this opportunity to share a little selfhosting wisdom.
Never use auto update. Always schedule to do it manually.
Virtualize as many services as possible and take a snapshot or backup before updating.
And last, documentation, documentation, documentation!
Happy selfhosting sunday.
I think auto update is perfectly fine, just check out what kind of versioning the devs are using and pin the part of the version that will introduce breaking changes.
I just like it when things break on scheduled maintenance and I have time to fix it or the possibility to roll back with minimal data loss, instead of an auto update forcing me spend a week night fixing it or running a broken system till I have the time.
You can have the best of both worlds - scheduled auto updates on a time that usually works for you.
With growing complexity, there are so many components to update, it's too easy to miss some in my experience. I don't have everything automated yet (in fact, most updates aren't) but I definitely strive towards it.
In my experience, the more complex a system is, the more auto updates can mess things up and make troubleshooting a nightmare. I'm not saying auto updates can't be a good solution in some cases, but in general I think it's a liability. Maybe I'm just at the point where I want my setup to work without the risk of it breaking unexpectedly and having to tinker with it when I'm not in the mood. :)