Simply connect your iPod. Your iPod will update automatically if that's the way it's set. However, I would highly recommend adding songs manually. If you use the auto-update feature which is the default setting, then it will delete previous files on iPod & update with the new playlist(s). http://www.apple.com/support/ipod/tutorial/index.html The setting for manual update is on page 2 of the link I gave in the earlier post. Then you can simply drag & drop the songs of choice to your iPod via iTunes. Or this is a better link for manual updating: http://www.apple.com/support/ipod/tu...tarted_t3.html Play the video tutorial to let it show you how to do this!!!