Idk but iTunes for Windows has never not been shit. When I recently switched back to iOS from Android I found copytrans. I can’t speak to how secure it is, but it has done a great job of putting all the music I own onto my iPhone.

I like it more than using Apple Music on a Mac for doing the transfer because the last time I tried that, Apple tried to tell me I didn’t have the rights to listen to a song that I literally sang and recorded.