I have wasted hours of my life that I will never get back trying to accomplish a seemingly simple task: sync my wife's iPod iTouch to her new PC.
Perhaps my expectations are unrealistic. I admit, I am a dreamer. My dream (in this isolated case) would be to connect the iPod to the new PC, authorize the new PC to the iTunes account, and then have them sync up so I could use the new PC in the same fashion as the old PC.
Apple has other ideas about this, though, and has turned my dream into a nightmare.
Apple will allow transfers from the iPod, but only items purchased form the iTunes store. The many gigabytes of music from CD's I bought won't transfer, because Apple doesn't like them. Apple also has a vendetta against the playlists, and refuses to sync them, too.
I checked online and found an incredibly useless article that detailed how to use the iPod to transfer all your music from one computer to another, boldly proclaiming the wonders of the iPod as a high-capacity storage device. The article was good for all iPods...except the iTouch. This inspired me to make up several creative new bad words.
I called support and told the automated system my name, but the robotic voice and I had difficulty talking about the device serial number, so I was transferred to a representative, who asked me my name again because the robotic voice refuses to sync its info with the representative, just like the iPod refuses to sync information with a new PC. At least Apple is consistent in this approach.
I calmly and politely described my issue, and was immediately put on hold because the representative was totally clueless and had to "do research". She came back about 5 minutes later and asked a few questions, the answers to which were all given in my initial description of the problem. She put me on hold again, and my call was dropped.
She must have been using an iPhone.