Are the Wi-Fi drivers on windows up to date?
MangoPenguin
I have low power usage stuff so I just leave it on.
Honestly there isn't a good one, Thunderbird is as close as it gets but it's buggy with things like CardDAV and it's slow.
Sorry was busy but wanted to make the comment at least earlier. I think .local is specific to mDNS, but using just the hostname (ie; mypcname) should work as well.
Proton has pretty poor third party support
Xpipe does ssh and sftp pretty well, the rest can be done with htop and stuff if you need detailed system stats to diagnose something.
127.0.0.1 is localhost which sounds right if prowlarr is in the same machine as the other services.
Is prowlarr running?
Most likely an update broke something if it suddenly stopped working.
Debian is always the answer for a stable, easy to set up server OS.
You don't need to use Docker if you don't want to, you can install Plex/Jellyfin using their normal apt repos instead.
Bonus round: anyone who’s ever transferred Plex servers from win to Linux (insert flavor), is it actually possible to keep my collections and playlists and stuff?
Yes, transfer your plex database and that will come with it.
No, but you should already have good backups in place (right??) so restoring if something breaks isn't too hard.
It's not self-hosted, but Tailscale funnels are also an option.
Should work fine with another tunnel, just duplicate how you set it up the first time.