Purchased Music can't play after Apple Music expiration
I've run into a bug. After cancelling Apple Music, turning off iCloud Music Sync, and then resyncing all my playlists back to my iPhone 8 Plus on iOS 13.3 from my MacBook Pro running Mohave from iTunes 12.9.5.5, I have one playlist with songs that are iTunes purchases where if I try to play certain songs by selecting them with a touch, it brings up a popup sheet asking me to resubscribe to Apple Music. These are iTunes purchases so it shouldn't do that. Other older purchased songs work fine. Also, if I just play the entire playlist and skip to the track in question, it plays correctly there too.
I've deleted the songs from iTunes and redownloaded them and resynced, and it still happens.
The only workaround I found was to delete the playlist and recreate it with a different name.
This works, but immediately after syncing I found that if I select a song to play, then switch to back to the Play button on the entire playlist, and then select a different song again, the song shown now playing is different than the one actually playing, and also when it finishes it doesn't continue to the song right after like I expected, but continues back to where the playlist previously left off (I guess it has this playing next functionality from iTunes now). And it seems to start playing one of the earlier songs not from the very beginning, as if it's resuming from a different point. Sometimes it also seems to not finish playing a full song but skips to the next one. I'm not sure if I'm just running into correct behavior that is different from what it used to be, but it seems confusing to me.
iPhone 8 Plus