Two iMac's. One running High Sierra and the other Mojave. Most of my music in iTunes is from old CD's I put in to iTunes on the older Mac running High Sierra. When I set both iTunes to Sync on iCloud the Playlists get fouled up. Example, the High Sierra iMac has a Playlist that I created with 32 songs. When they "sync" on iCloud the Mojave iMac will show the 32 songs but then the High Sierra Mac's playlist changes to only 30 songs. That is only one example. Many other Playlists get fouled up. In this scenario is one Mac the "master" and the other the "slave" and it seems the Mojave Mac (where the music was never put on in the first place) is the Master