Posting and update this old thread in case anyone reads this. I’m having the same missing artwork issue, and I’m addition to that, the Music app is doing strange things like randomly splitting my albums into 10 different albums. I also can’t seem to get the artwork to carry over to my iPhone and I cannot delete any music off my iPhone regardless of how I try (manually, though finder, in settings, etc) Most of my collection is ripped in Apple lossless directly from my 10,000 CD collection as well.
I have noticed something odd which leads me to believe that the music app is somehow incorrectly handling files. I’m noticing that occasionally a direct CD rip in Apple lossless will rip as a WAV-type size in mb’s. It’s not ripping as a WAV, because I have selected Apple lossless in the import settings, but it’s ripping at WAV file sizes. The weirdest thing is that I’ve done experiments where I delete the freshly ripped CD and re- rip the exact same CD and the file sizes are magically smaller the second time (more in line with Apple lossless sizes). This is concerning to me for many reasons, as I wonder what it’s actually doing in terms of quality. Either way, the music app / itunes are unable to tag album artwork to WAV files so I’ starting to believe that this is where the issue is buried. It’s somehow mis-tagging or mishandling the file sizes, and then it gets confused and thinks that they are WAV files. I have figured out no fix, but I can say that multiple hour-long calls to Apple tech support / itunes were useless.
Cheers