They outright do not support directly browsing files AFAIK. It'd always mis-recognize files or they'd be completely missing even though they were on disk. My experience trying several times since Plex came out (most recently last year) is that this is extremely unreliable and wonky. You can subsequently choose to view files by "folder", which doesn't actually browse the filesystem directly but instead looks at the database to see where the file came from originally. If you follow their naming scheme with your files it does a great job pulling in metadata and such, but if not it doesn't do so great. The Plex server doesn't really browse the filesystem, it scans folders for media files and then parses the names. Actually, it's really not good at handling that sort of thing in my experience.
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