Out of 200+ CDs I have imported into my library over the past few years, I only recently noticed that some of the CDs (10-12 of them) showed up with song titles that were grayed out. Then today I created a new Playlist on my MacBook Pro, and I could not access it on my iPhone or iPad, regardless of how many times I synced those devices with my MBP. I pay for iTunes Match, and I believe that at some point in the last 6 months, the way it works (functionality) changed and/or an iTunes upgrade overwrote at least one of my iTunes Preferences. Anyway, here is what resolved the problem for me. While in iTunes, I selected Preferences from the iTunes Menu. On the General tab, only "Show Apple Music" was checked - although I don't even pay for Apple Music. So, I'm thinking that must be checked by default when iTunes upgrades are installed. The surprising thing to me was that the box under it, "iCloud Music Library" was not checked. I don't use iCloud for everything, but I do use it for Photos, Contacts, Notes, and Music and I was pretty sure I had turned this on (selected it) in the past. Anyway, I checked that box, clicked on "OK", and suddenly all the titles that had been grayed out - were no longer grayed out on my iPhone or iPad, and everything I wanted to download to those two devices has now downloaded - including the new playlist I created earlier today.