[kprobst]

The one I love is when I create a playlist, verify it has songs in it (on iTunes), sync my iPod and the playlist is empty. Completely empty.

Then the duplicate playlists that appear out of nowhere for whatever reason. But they're only duplicated on the device.

Then there's the need to use a third-party hack to detect and remove dead tracks, or add new ones when I'm not purchasing musing from iTunes. As far as Apple is concerned, I must purchase my music from them, not from Amazon. So something so mundane as a folder watch isn't needed.

It's unfortunate that we love the devices but have no choice but to put up with the horrid crap that is the software.