History of iTunes →
I forget how key iTunes was to my music listening experience. The whole experience of buying music, whether physical or digital, and then managing your own music library felt great. And then having all the cover art together felt like a little art collection.
Maybe it's the perspective of streaming compared to a curated library of your own music, but I don't get the same feeling with the current Music app.
Looking back at the various iterations of iTunes, I get mixed feelings. Some of the UI components used (even in later versions) would be classed as ugly in modern times, with scroll bars that didn't disappear, repetitive list views, harsh button borders, etc. But I remember it felt great to use.
One of my favourite parts of the iTunes UI over the years was the expanded album view in iTunes 11. You had the artwork on one side, and the colours from it were used to present the tracklist.
Now looking at the current Music app on Mac, it just looks bland in comparison. It doesn't feel like it was made by the same company.