80GB Classic won't take updates or Sync.

I have had my I-Pod for about 1 month now and it never had a problem before today.
When I plugged my I-pod into my computer tonight asked me to upgrade to firmware 1.1.1 I clicked yes and it seemingly worked, but when it completed the update and restarted I was back to square 1 and it asked my to update again like nothing had happened.
If I choose not to update I then run into one of two sync errors. I am either told that "The iPod "Name of iPod" cannot be synced. An unknown error occurred (-50)." Or "The iPod "Name of iPod" cannot be synced. The required disk cannot be found.
I have tried restoring the iPod and in much the same way as the update install, it seems to restore the iPod, both when it restarts and connects with the computer it is not restored and still contains all the files and data that were on it to begin with.
I have read through similar problems and have tried the trick of clicking "enable disk use" and using the device manager to "scan for hardware changes" but this does nothing.
I am suspicious that "enable disk mode" isn't taking since when I disconnect and then reconnect the iPod the box is no longer checked.
Does anybody have any ideas that might help me?

I had this very problem.
It turned out to be a problem with a bad keyword in iPhoto (one I didn't even know of because the picture was e-mailed to me).
Here is my suggestion: look for the file AlbumData.xml (in Pictures/iPhoto Library) and open it in your browser (for instance Safari). You may have an error message saying your file is incorrect at line x. If such is the case, open AlbumData.xml with an editor and look at that line. It will give you an indication of what went wrong (an unclosed tag with a keyword in my case). Open iPhoto and remove the offending keyword. At this point reboot your computer and your iPod for good measure. Resync.
It worked for me...

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80GB Classic won't take updates or Sync.

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