As a hobbyist teen I built my own itunes clone for PC from scratch and remember getting so excited when Apple posted a job for someone to port iTunes officially.

I remember getting so excited, then depressed when I realised a hobbyist teenager could never compete with the people Apple would have applying. Later seeing how bizarrely bloated iTunes for PC turned out, guess I probably could have.

iTunes for Mac was also awful. I don’t know where the idea comes from that iTunes on Mac was good software but I remember reading that and getting a my first (then Intel) Mac and wondering why it got so much praise on Mac. It was the same software with slightly better UI but generally the same awful UX (except for drivers and performance which was never an issue on Win for me)