Keith,
Thanks… I see the issue.
First, Please turn VERBOSE logging back off and keep it off unless requested.
When enabled, it only provides about 2 minutes of elapsed time due to the extreme volume of output in addition to making it harder to read.
For your issue, which is as I suspected, I see a permissions problem. These are very common because of how strict Linux (what DSM is based on) is about guaranteeing privacy between users (your username/account and the Plex system account)
On DSM, Plex has no special privileges. Everything it indexes requires you give it access.
Where this goes a bit sideways is when, after granting the permission, new files are uploaded. Those uploading apps aren’t always aware of how strict DSM is.
The solution is very simple. – Reapply the permission to everything in the shared folder.
In this FAQ,
I show the full sequence.
If you’ve done that to grant top level permission, Skip down to step 10 where you “Apply to this folder, sub folders and files”
This propagates the permissions down again and sets everything in the shared folder.