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but my current server has lots of stuff running on it that I just can't remember how to config it all again
My (Pi2 based) lofi NAS thing (I say lofi cos I just mount the drives via NFS, it doesn't do anything fancy) suffered a power cut during an update once and spits out errors *constantly*. I did one software update after that that just failed horrendously and took hours to fix (largely just by deleting and/or manually replacing anything it complained about).
It's completely broken. But it also works. All the stuff I use it for still somehow works. So I'm terrified to touch it.
At some point I'm going to have to replace it but, like you say, I can't remember how I set up most of what it does. Not looking forward to it.