I just got around to tinkering a bit with my iPoT 2G to try and figure out what is happening with the Live update-feature of Smart Playlists transfered to it from iTunes. By coincidence I noticed something that might be either a fluke or mayhaps of some use to you all with Live updating problems. This is no permanent fix, but it seems to me that it works fairly well. If you use Live updating a lot (i use it to rate new music on my travels) you can probably force a Live update by either Reboot yout iPoT Go to the Smart Playlist you wish to update and tap a song in the list This has not worked when using "Shuffle" in the playlist, but tapping a track made my playlist update itself. As said, this might not be relevant to any of you but something that I just noticed happening to my iPoT playlists.