iTunes/Apple Music. I use it to manage a huge collection, and the Ui is terrible. Examples: some file I can’t find has a bogus header or something, so every time the program opens or if I add something it spends 10 minutes doing some gapless playback analysis. None of the fixes suggested online address it. When it’s doing something like that or ripping/converting music, you can’t scroll around your collection since every time it moves to the next song it snaps the UI back to whatever you had selected before: this can be infuriating. Editing large amounts of metadata is awkward: way more clicking than should be necessary. The metadata editing is song focused, and which makes it awkward when editing albums/multi-disc shows.

I admit: my complaints are likely a side effect of being a niche user. I don’t think people curating their own collection of 60,000+ tracks is a use case they worry about.

The only reason I use it is I depend on iTunes Match to make my music available on all of my devices. That’s the one thing it does do seamlessly. The collection is too big to copy to all devices, and some devices require streaming anyways. I have searched everywhere and have never found a viable alternative. I can find alternatives for parts of my use case, but not everything. So I’m stuck with this software..

I have this dream that one day I’ll have the patience to figure out how to write my own GUI for it, but I’ve given up every time I wade into the apple developer docs. I’d pay good money to someone to stub out an app for me so I don’t have to figure it out from scratch, and go from there.