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Maybe the UID/GUID of the plex user changed?
Or polkitd has the same UID/GUID and takes it over when installed/updated?
This was the issue. I did an update recently of truenas and apparently the polkitd user took over the uid for my plex account. Unfortunately it looks like this also caused some level of corruption since even changing the uid and gid haven't fixed the issue and plex is borked.
Luckily I have backups, so not all is lost, and even if it was, I could probably just regenerate that data.