So all your songs are in your iTunes Music Library right? That's where you must get them 1st before adding to iPod. Ignore the Limewire (LW) playlist as that only refers to song files that still reside in your LW downld folder. Steps are 1. Add to iTunes. 2. Connect iPod & probably wise to use the manual adding to iPod from iTunes, not auto-updating. Did you see the iPod tutorial? Did you see the iTunes tutorial? Did you see the whole of the 1st page in the Sticky thread at the top of this section? (links to all tutorials provided in that thread. Also some samples of how to add songs from LW's downld folder to iTunes.)