Ok, so now I am thinking it might be a Synology or Mac Mini issue. I am no expert, so maybe I am full of it here.
Thanks to the rec of Automounter, I installed and am now using that to mount my folder from my NAS.
So when I used the configuration assistant in Automounter, it gave me two options for the same network drive:

I selected the first one and it showed as both being configured.

I was a little confused, but it turns out the first one I selected is for Roon with the mount location of RoonMounts. Which explains how I can use Roon without actually mounting the drive on the desktop or finder.

It also showed the NAS as available.
So I removed that share and sever, and went back and used the configuration assistant to add the other instance of my NAS folder. But after adding it the sever shows as offline and the folder as not mounted.

I opened up a finder window and navigated around the folder on my NAS and bingo, now everything is available.

And that Mount Location is under volumes.

So I don’t know if this is the hibernation setting, or a setting I don’t know about in Sequoia. But something is up.
That being said, I have no issue with Roon which does recommend not mapping via Volumes and instead adds as a network share versus Plex just mapping a path via Volumes.


It even gives you a pretty firm warning if you try.

Maybe the Roon devs are on to something here…
So maybe there are some settings that can be tweaked in MacOS or Synology, but maybe Plex could implement a more reliable network mount solution similar to Roon.
I’m curious if folks using Jellyfin or Emby mount via network or the Volumes path.
