Q: I have an iPod mini and I have purchased some songs from the iTunes Music Store. When I update my iPod, these songs don’t transfer to the iPod; a screen pops up on the computer saying that I am not authorized for these songs. How can I transfer these songs to my iPod?
A: It seems that you are not authorized to use the computer with the iTunes Music Store. Unfortunately, iTunes is not very helpful when you try to sync your music with your iPod – it tells you that it cannot transfer the songs, but it doesn’t tell you what to do.
What you need to do is, in iTunes, select Advanced > Authorize Computer, then enter your iTunes Music Store user name and password. This will authorize your computer, and you’ll be able to transfer your songs