iCloud music issues

I'm sure this problem gets discussed a lot, but I have songs that I've added from bandcamp and that I've made on my own and bounced from protools, but I can't listen to these tracks on my phone, they're greyed out. This is a new issue (the last couple months) and I can't seem to find a way to fix it (as these songs aren't on iTunes obviously). I'm a subscriber so I basically use iCloud for all my music. What's the best way to resolve this issue?

EDIT: additionally, whenever I try to update my iCloud music library, it says "we couldn't make your iCloud Music Library available. Click the retry button"