After researching iTunes 11, I noticed that littered amongst Apple's documentation and non-Apple previews is information regarding iCloud sync for iTunes. However, the information only references starting/stopping media that is synced (sunk?) between devices, e.g. I can pause a move in iTunes on my computer and start in the same spot on my iPhone. The only thing that makes iCloud miserable (for me personally) is the lack of playlist syncing without purchasing iTunes match. Even with iTunes match, it only syncs songs that are actually in the cloud, excluding anything that didn't, well, 'match'. Will iTunes 11 finally let us sync playlists in iCloud to officially untether our iDevices from our home network/USB connections?