On the iPod you have to go into the settings and turn on shuffling. It will then turn it on for everything; All playlists, albums, any list of songs you listen to. If you want to turn it back off you must go back into the settings again. This is my biggest complaint about the iPod, no easy way to turn on and off the shuffle. I submitted a suggestion to Apple that when you click and hold the button on a playlist or album it would bring up a second window asking if you want to turn Shuffle on or off for that playlist or add the playlist to the on-the-go playlist, as that feature does now. I think this a is a simpler method than what Apple wants you to do now. I must have submitted this idea a couple years ago, so I guess it wasn't a good idea. I personally think it makes sense.