Currently Being ModeratedMar 29, 2013 3:31 PM (in response to alicesayshola)
Had the same problem...
After transferring the tracks from OneClickDigital, a new playlist showed up on the Shuffle when viewed from iTunes. The playlist showed the individual titles, however if I viewed the contents of the iPod from "Music" or "Books" they would never appear. To resolve the issue, I selected all of the songs in that playlist and dragged them over to where the shuffle appears in the sidebar. After this, the tracks appeared in the iPod library (not just in that playlist created by OneClickDigital) and when I plugged in headphones everything worked like it should.
Hope that helps.