I am doing this on mine now to see what it comes up with, it does appear to be working as I can see the unmatched items updating with album covers etc. This is done from the left side menu in Plex, next to the Music library click the 3 dots icon, select Manage Library > Refresh All Metadata. Refresh the metadata for the entire library. So, I would give the following a try and see if that helps first of all… When that has occured for me I have manually forced a refresh of metadata for that file and it has always picked up the right info second time round. I have seen, on occasion, that when I add a file to a library I do use, it does not always identify it and update straight away from the Metadata. I just assumed that was down to the files themselves and as I am not streaming music from it I have never bothered to look in more detail. I honestly don’t know how good the metadata is on those files as I have never looked, but Plex is a little inconsistent on mine.

Mine are in a single Music folder and then subdivided by artist, then again by Album etc. I have approximately 95Gb of Music (all MP3s) on my NAS but I don’t really use it for streaming music files (just as a store), so am not too familiar with that side of things. They bring the same cross-platform, cross-device, and convenient experience with your local content.What version of Server are you using, it should be v1. Media servers are a great option in today’s world of connected devices. You can access content on any device and resume right where you left. The experience is pretty great with on-demand video streaming services. Today, we watch our content on multiple devices.

And keep in mind that for all the flexibility and features, you don’t have to pay anything. Listing all of its features would be a chore in itself. MediaPortal also allows you to watch and record live TV, group your channels, view the TV guide, etc. It also has plenty of built-in features and can show you the current weather and the latest news. This includes watching live sports, news, YouTube, internet radio, etc. The plugins allow you to do almost anything, just like Kodi. In addition, it also supports expanding the feature set through plugins and also supports various skins.

MediaPortal offers the usual basic media server features you can expect from any other options on this list.

Plex media server for mac