turingtest2 wrote:
If you want iTunes and Plex to be consistent you should make edits in iTunes, then get Plex to refresh its view of metadata using Music > ⋮ > Manage Library > Refresh All Metadata. Contrary to my earlier comment I am now not certain that Plex will automatically detect a change where the file name/path isn't updated at the same time. Changing the path means that one file is removed, and a new one added, and Plex will thus read the updated metadata of the "new" file.
I have not done the "refresh all metadata" because of the message that it shows " " which I was nervous about - worrying that it might replace MY metadata. Here's the message.. How would you interpret this?

Plex will normally scan for new and removed files in the media folder on a regular basis. You can change the settings for this at Settings > Library > Scan my library periodically. You can force an update using Music > ⋮ > Scan Library Files.
I have a check next to the "scan my library periodically" (and have had the entire time I've used Plex.
To get Plex to update the imported iTunes playlists you need to make suitable edits to the XML file generated or exported from iTunes, place the edited version at the path specified under Settings > Plugins > iTunes library XML path then use Playlists > ⋮ > Import from iTunes... and select the option to Overwrite existing playlists.
I sent a post last night showing two examples of the behavior. Basically, if I have done nothing but change the name of a playlist in iTunes, it appears to replace the one prior. Meaning if I had "Bee Gees playlist 70s" and changed it to "Bee Gees 70s" but did nothing to the playlist otherwise, it imported and replaced the original in Plex. When I did some changes to a playlist (just sorted it different, the music was 100% the same) but didn't change the name and imported it, it imported it again so I had two same-name files. I did the "overwrite existing" for sure. I'm not sure but I'm guessing Plex somehow detected the change inside the playlist. Woud you expect that behavior?
If you have specific examples of tracks that are missing from a playlist after import please post back the full path and the relevant location property from the edited XML file so that I can compare the two values and, perhaps, see what might be causing an issue for Plex. I seem to be able to freely use & and ' in titles and paths without there being any issues.
So far I haven't gotten that far to test but I haven't noticed any missing files.
I believe you also mentioned that some of the details of imported tracks were incorrect in Plex. For files in mp3 format a possible explanation might be multiple tags as discussed in Repair security permissions for iTunes for Windows - Apple Community where this more than one tag, and iTunes may have updated one while Plex reads data from another. Plex also has some sort of agent that attempts to fetch missing metadata when it can fill in some of the properties. This might explain some of the values you've seen under Tags > Moods. Again a specific example that I can attempt to recreate here might help me work out what is going on and try to come up with a workaround.
The basic issue there is there's a bunch of missing album names. But as I researched it further, I noticed that the transfer of ID3 tags from the MP3 files to ALAC was either lost, or wasn't in Windows to begin with. This was a phenomenon I didn't even realize back then. I assumed that if the data was in iTunes, it should be in the ID3 tags. This was first sort of discovered when there was a lot of missing artwork. And I checked the XML file and the album title is there (I believe) so it seems to me that it should show up in Plex. Unless there's a script that can take the XML for a song and apply it to Windows Explorer for said file, then I'll likely need to either update it in Windows or in Plex. I have actually been updating it in Plex using a smart playlist for "unknown" "album title". It's arduous but it's manageable.
As for MOODS, there isn't any data in any of the songs as there was no ID3 tags for that that I ever used/entered. The ratings for the individual songs does appear to mostly be there though there are some that are missing as well (same as Album titles). Some album art is missing sporadically.
tt2
Thoughts kind sir? THANK YOU!!!