I switched from OSX to Linux over the past year and being unable to play music I bought from iTunes BEFORE they removed the DRM is my biggest pain point.
Actually tried that and even then those songs re-download with the DRM on them. For some reason there is this window of time when songs were purchased where they won't allow the DRM to be removed. And Apple got the extra $25 from me.
My best option is probably to sit down and put this sleeve of old blank CDs to good use and burn all the songs so that I can re-rip them as MP3. It's just irritating.
Wouldn't bother me so much if it didn't happen to include the music that I code to (First Iron Man sound track. Consistent paced instrumentals that all seem to flow well together.)
If you've paid for using the music surely it's morally better to just torrent the tracks: It must be far less wasteful in energy and time. No one is suddenly going to get a copy tortuously that wouldn't have obtained one before.
I switched from OSX to Linux over the past year and being unable to play music I bought from iTunes BEFORE they removed the DRM is my biggest pain point.