Even just to answer this question, I had to verify my trust in my computer again, which I've done hundreds of times by now, to sign in to apple.com. I'm running windows 10 (kind of accidentally, I wish I'd left it at windows 7, but it's too late to revert now) on an i7 PC and to update itunes I have to go through an entire rigamarole of manually upgrading different files...so of course I skip a lot of updates in between because who has time for all that malarky?
I'll tell you what, iTunes gets worse and worse over time. It used to be pretty easy to see what was in your library and organize it how you wanted to. Now it's this ridiculous system of playlists and limited categories that can't adapt to things being entered in different ways. Like our society, it just continually slips deeper into the idiocracy.
I've been an apple user since the 90s, and I'm seriously considering jumping ship at this point. I don't doubt that other platforms have their problems, but perhaps they've caught up as Apple's user interface quality has dropped so dramatically.
All that said, can anyone suggest a music program that is still compatible with iphone? Or, in lieu of that, a decent combination of phone/platform? I know a lot of people have good things to say about android.