Thank you Trumpy81 for your help. My problem was resolved by my many hours of nutting through this, getting educated, and finally with your simple question “where did you install the PMS”. Since my Shield app wasn’t able to work without my Mac, I knew that I had done something wrong, and after exhausting just about every possible cause, it was this simple question that led to the fix.
So I re-traced my install and setup back to the beginning.
The first thing I had done was install Plex app on my Shield. (The Shield is new in my system and to me).
After installing the app, it offered me to log in by using a Google account which seemed simple enough. Then it prompted me to go a specific web address which I followed…the Plex downloads page.
Once there I was shown this…
Which leads you, by it preselecting the sensed operating system, which in my case is the Mac. So I downloaded the preselected PMS on my Mac, followed the Plex app-led prompt on Shield to “Link” to the PMS. This led me down the path, and hours and hours of trouble-shooting and all your effort Trumpy81, which I believe could have been avoided, and I’ll explain how.
At some point I had downloaded and manually installed PMS on my Synology DSM and created an account using a hotmail email, and I had setup my media libraries within the default shared folder “Plex”.
Next day I opened my Mac and clicked on the Plex icon on my Dock which opened and logged in with my Google account. And since I knew this was linked to the Shield app, and being new to the Plex eco-system and unaware how the PMS crosstalk I assumed that since I had installed in on the Shield and the DSM they would be in tune.
It was only after I was retracing my steps, and uninstalled the PMS off of my Mac, that I discovered the problem. When I went to the PMS on the DSM, it wasn’t running, so I decided to open it, and when it opened it looked like a fresh instal without any of my previously created libraries, but instead, with a prompt on the screen to download PMS, which seemed odd since I was already inside the running PMS. And above the prompt button, was a note that you should download and install the PMS directly on the system where the media files are. (The prompt button simply leads back to the Plex download page).
The light was getting brighter but still I was perplexed as to why I couldn’t see my libraries. Then I noticed that I was currently signed in with my Google account that I had been signed into when using the Mac PMS. Once I logged out of that account and back into my hotmail account which I used when I downloaded PMS on DSM, the libraries I had previously created appeared, (but not the files). When I went to edit the libraries, the path to the media files was still the original ones to the Plex shared folder which had been replaced with the recommended (on the Plex forum) custom shared folder. This was the last step and once I sorted that out, finally everything works as it should. Case closed!
So what is very frustrating is that on the Plex download page, it does not mention to install PMS directly on the system that you want to use to access the media files, and choose that PMS. The only place anything like this was mentioned was on the DSM-installed PMS (the page I mentioned above). And I might never have seen this if I had simply uninstalled this instead of opening it.
An information window on the downloads page explaining which PMS you should choose and how the eco-system works would greatly help out new people, and avoid a lot of frustration.