Library not corrupt, and plays fine, but won't update with new content

Server Version#: 1.26.1.5798
Player Version#: 1.44.0.2981-e2d72ac2

I have the ability to play files from the library, no problem, and the integrity check came back ok for the library, but no matter what I do, I can’t get the library to update with the new content.
I’ve run manual scans, I’ve deleted and re-added the library, it never updates.
Any ideas?
I just don’t get it, why is it that I can access the folder via Plex and play the content, but can’t detect changes? So weird.

Also, I have another Plex instance that points to the same folder and it’s updating properly, so it’s not like my naming convention for the files is wrong or something…

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