I'm a simple man. I want to take the CD my son got in kindergarten. Rip it into mp3/aac using my iTunes 11.3 El Capitan based Mac. Plug in my Son's 5th gen iOS 9,2 based iPod Touch. Put the ripped music into his on device's Media Library. Plug the device back into the stereo in his room. Play the good vibes and see him go crazy the toy drums once more.
Alas, Apple broke that:
This in itself is wrong, as I did enable the family package of Apple Music and added my Son's device into my Apple Music account (streaming of music works on his device).
So now I have the newly ripped music claimed by Apple Music and uploaded to iCloud (fine, whatever). The problem is can't move the files to my Son's device AND I can't share my own uploaded media using something I would imagine be called "Shared Family iCloud Music Library".
The music itself is merely uploaded, not matched and not DRM protected.