You can't blame the Apple software for honouring the legal contract between the iTunes Music Store and the RIAA. The iTunes software is amazingly good at what it does. But it doesn't let you break the contract you agree to when you open your iPod (the EULA no-one ever reads!). The iPod is designed explicitly to work just one way, from a host computer to the iPod, so that people only load it with music they own.
If a person loses the data on their iPod, it is *assumed* they have the CDs to re-encode that music again. If they don't, and they stole the music from the web or from a CD he or she borrowed from the library, then they're breaking the law and there's no reason Apple should make life easy for them.
What you should be doing is creating a
Smart Playlist that adds music that you tag with a
Comment like "Don't have CD" or something. Then once that playlist reaches a certain size, e.g. 600 MB, you back up to a recordable CD. Un-tag those songs, and start adding that tag to any new music you import. Repeat as required. You should certainly be doing this with music and TV shows from the iTunes Music Store as a matter of course, because you cannot re-download purchased music. Alternatively you can do what I do and place any purchased music and video on at least two different computers. You can authorise up to 5 computers, so there's really no problems making enough backups that way.
Cheers, Neale
Well, I've now decided Apple software is officially a royal pain in the backside. It seems nothing on there bothered to tell me you can access the music on your Ipod from Itunes, regardless of what's in the library. Meh. So anyway, I've decided it is easier on me just to keep the library bit to store music before it's transferred. Meh.