Apple Music songs grayed out on 2 of my 3 devices

All devices are authorized and synched. All are on same country/region and language. I have my windows laptop with all music available (most of it purchased from iTunes or downloaded from CD's years ago. When synching to my mac laptop or iphone a lot of songs are grayed out - Some albums it is every song, some like the attached picture is one song. (Track 8). No error message on Mac, but iphone says 'This item is not currently available in your country or region'

Why can't I play songs I purchased on 2 of the 3 machines (the two apple products)?

[Re-Titled by Moderator]