First, I help because I enjoy it.
Secondly, (longer answer here haha) and it’s been a while since I’ve even done this.
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I am not a Windows expert but know enough I hope for your issue
2 Itunes keeps the absolute path, which was originally on the local machine, for each of your files. -
Playlists imported from iTunes are simple playlists (this is where the pathname comes into play
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When you moved them to the NAS, they no longer exist where iTunes is expecting them
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iTunes must first be made aware of where the files are now. IIRC, you *add the new location folders to your iTunes library and it will self update those locations (like Plex finding media after you move it).
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Once iTunes is aware, you can disable your playlists in plex (erases them) then re-import them back.
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Plex will see the location has changed for each song on each playlist and update where it knows the file to be.
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With Plex updated, normal operation returns.
To verify this, I strongly recommend a small test case… Perhaps copy out an album into a new folder somewhere and add just it. See what happens. If the playlists there update, you’re good.
Something else I remember doing … maybe the TL;DR of what I said above
- I had iTunes update to the new locations on the NAS (added those folders)
- Had it save the libary to XML (this somehow seems really important)
- Have PMS import that updated XML again. (this is the turn off/turn on step)
Does this make sense in any way?