Vlad Savov at The Verge asks how many Apple engineers does it take to fix iTunes?:

In the ranking of unpleasant life experiences, using Apple’s iTunes lies somewhere between filing your taxes and having your wisdom teeth pulled out. It’s not good even at the best of times, but two weeks ago it was downright harmful to one James Pinkstone of Atlanta, who found 122GB of his own musical creations had been deleted by Apple’s renegade software. The response from Cupertino has been swift and decisive, with two engineers being sent out this weekend to diagnose the cause of Pinkstone’s agony and try to fix it.

Excellent fucking question!

The problem with iTunes is that iTunes does waaaaaay too many things now. It manages not just your tunes, but your movies, podcasts, apps, and, if you like, your iPhone/iPad syncing (I rarely use iTunes to sync my iPhone).

Originally, iTunes handled your music, and then syncing your music to your iPod. It’s actually doing the same thing now, only with many more different media types for multiple devices.

Something clearly has to change, whether it’s rebuilding iTunes from the ground up, like they did when they scrapped iPhoto for the new Photos app or breaking iTunes up into discreet applications for different tasks/media types.