I put my CC info into ITunes when I set up my account and that has been forever ago! I think it doesn't matter where you get your songs, just import them into ITunes and then sync up. It will keep everything on there. For the Shuffle, it is as simple as dragging the songs over to the listing that says IPOD or if you have named it, that name. For Nano, Classic and the other more techy IPods, you will need a folder (I named mine IPod) under the playlist section, then you can drag to there and sync up. Hope this helps!