IPod Shuffle (2nd gen) and iTunes 8.1.1.10 not synching...

My iPod Shuffle 2nd Gen seems to be unable to sync with iTunes 8.1.1.10 -- in a way. It is recognized in iTunes (shows up in sidebar, correctly labeled; I can view its content) and it will charge and autofill. However, it will not sync with iTunes and communicate playcounts or show me in any way that the autofill is occurring or has occurred.
I have used the "Restore" function and it did not correct the problem. Additionally, when I try to File>Sync iPod, the option is unavailable (not a clickable button/option). I really would like to be able to sync my playcounts again...
Thank you!

Are you using iTunes for Windows to sync your 1G and 2G iPods? Reading through the forums, I've only seen this issue come up on Windows machines.
As I stated in my message above, the new release 8.2.0.23 has not resolved the issue. I've actually reloaded my computer completely at this point and the issue still exists. I've confirmed that the problem is not the iPod, as I was able to successfully erase and sync using a Windows XP machine and iTunes 7.4 then move music on to the iPod. When I went back to my primary machine, I did an erase and sync, but was unable to move any music on to the iPod. The iPod Shuffle 2nd Gen will show up in iTunes, but if you try to drag songs to the iPod, autofill or apply a change of setting, iTunes will state that it is "Syncing iPod. Do not disconnect." It will stay in this mode for 2-3 minutes and iTunes will be unresponsive during this time. Once iTunes starts responding again, nothing has been copied to the iPod and none of the settings changes have been saved on the iPod.
Please note that my 60GB iPod Video syncs without issue (and no, I'm not trying to sync both at the same time).

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