Wordle 1,370 4/6
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This one was a crazy guess
rustyricotta
I switched to jellyfish last year. Though I didn't try to get watch history over. Jellyfin should handle your file structure very similarly to Plex, so if what you have now works, it should work on jellyfin.
If it's only you and you're only using phones and laptops outside, then you can just skip reverse proxy and all that and just VPN into your system. Wireguard, tailscale, or zerotier are good options with simple easy setups.
I think you should just give jellyfin a try. You can run it at the same time as Plex, so you can just play around with it and see how you like it.
I agree, though here's my anecdote from the PNW.
We've had a couple storms this winter. One of them I lost power for 4 hours, but a friend of mine in the next town over was out 4 days. And some didn't lose at all, so it varies. Power outages like this aren't too rare every year.
It doesn't bode well for our freezers, but we don't get cold enough to be anything other than cold and inconvenient. Easily remedied by temporary solutions you mentioned.
Defeat it to become Elden Lord