For what it's worth, I don't think I really remember iTunes ever being remotely good. I remember being forced to use it when I got my first iPod over a decade

For what it's worth, I don't think I really remember iTunes ever being remotely good. I remember being forced to use it when I got my first iPod over a decade ago and it was an awful bloated mess which couldn't deal with my mp3 collection properly (~50+GB at the time). I could count on it to just corrupt or reformat my iPod, crash, hang or corrupt the library at least once a month. It left a very bad taste in my mouth and I have not purchased Apple hardware or software since.