iTunes is the only mac application I ever tried to use (~5 years ago). That program is a joke. How you can make a program with so little features so complicated to use, I can't fathom.
They keep trying to push the Album Cover view, yet flipping through hundreds of album covers is an idiotic way to navigate a large music collection. Ping seemed like a half-baked idea destined to fail, and its iTunes integration was so poor. At least they're cutting their losses and yanking that.
I'm not aware of a better alternative though. What program to play, organize, and upload music to your devices do you recommend?
Right now I can't check whether the bug still is present in the Mac version, but I can see it still exists in the Windows version.
I've tried a lot of stuff, but nothing can manage well libraries over 10GB. There may be alternatives now, I haven't really looked for one in years (as I said, works for me and I like it).
Thanks!