For windows you'll need to add the songs to LW's library 1st. You can drag & drop them from LW's downld folder onto the iTunes app. This will physically add them to iTunes own library. LW's downld folder can be found out by going to LW's menu Tools>Options>Saving. For immediate access go to LW's Library window & click on Saved Files folder & again on any file to the right of it. Then press the Explore button & this folder will open up for you.

iTunes tutorial: http://www.apple.com/support/itunes/...ial/index.html

iPod tutorial: http://www.apple.com/support/ipod/tutorial/index.html

I just somehow deleted half my post before posting it. lol The LW Playlist within iTunes is purely a reference to the files in LW's downld folder. iPod will require that music exists within iTunes library. So, use the above technique or try this & tell me if it works: go to iTunes menu & select Advanced & scroll down to Consolidate library. This will copy all of iTunes playlist music to its own library. I've never tried this with LW's playlist in iTunes but it should work. Tell me if it does.

I know one other technique that does work is to go select your Saved Files folder within LW's Library window & add (Enqueue button) them to LW's playlist within LW. Then save this as an m3u type file. Then use the import command within iTunes to import this playlist. Then consolidate the library. This definitely works but is a sloppy way of doing it!