In the early 2010s I uploaded an ALAC copy of an album through iTunes (and I guess iCloud Music???) that still has not appeared on any streaming service, and it remains accessible on any of my devices today. And now that my preferred streaming service is Apple Music, the album is accessible whenever/wherever I want.
When Apple gets something right, they really do get it right. A shame a lot of other aspects of Apple Music are bad or wrong.
I'm having the opposite experience. I have tons of music in Itunes and they are all DRM from early itunes. Apparently they predate the DRM-free era? I have no idea how to get the DRM free versions.
My digital collection got really messed up at one point partially due, I'm pretty sure to Apple Match. At one point--early in the pandemic I think--I spent a day or two whacking my collection back into some semblance or order. For example, I had a lot of titles that weren't actually attached to a file.
When Apple gets something right, they really do get it right. A shame a lot of other aspects of Apple Music are bad or wrong.