This wasn't actually happening before, or I never noticed. However, whenever I go to a playlist that has only local files, the phone acts as if there's nothing in there. If I put one streamable song and set it to download the playlist, the streamable song is the only thing downloaded.
I am considering cancelling my subscription unless I find a fix for this. I have done everything I could.
Also, here's an screenshot of how the playlist looks like on the desktop.
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