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Some Playlists won't import from iTunes to Plex. I'm out of ideas. Can anyone help please?

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Hi,
Plex is only importing some playlists from iTunes.
This is what I get in Plex -

However this is my list in iTunes -

It seems that some Smart Playlists will transfer and others won't.
I used to have all of them in Plex until I added two new ones to cut down the size of a really large one.
There doesn't appear to be a reason in the rules applied to create the iTunes playlists.
This one transfers -

But this one doesn't -

I've looked at the Plex Library path and this is it -

This is the library path in iTunes -

I have download my logs and back up database and can send them if anyone from Plex picks up this thread.

Any help much appreciated.


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