Enable Disk Use Setting Consistently Reset by iTunes

Hello.
Due to the large amount of music on my iPod and the small amount of storage on my old Windows XP laptop, I retained my iTunes library on an external HD. It crashed last weekend on the same day I was ready to migrate the music to my new 2.33 GHz MacBook Pro. I've purchased a new external drive to restore the music from my iPod, and purchased iPodSoft's iGadget to move music from my iPod to the new external HD.
The problem is that when I click 'Enable Disk Use' and 'Manually manage music...' in iTunes after overriding the iTunes auto sync feature (using ctrl/shift), it isn't retained on the iPod (60 GB 5G). The next time I dock the iPod it prepares to auto-sync. For example, if I monitor My Computer while the iPod is mounting, I see the iPod listed as an external drive, but it drops shortly after, almost as if it's not even making note of the iTunes change to Enable Disk Use. As a result, since it's not being retained as a stable drive, I can't copy from iGadget, nor can I apply the setting for Enable Disk Use.
Has anyone else had a similar problem? It worked for a little while, and some music was copied down to my new external HD, but then iTunes froze and I had to start over. Since that point it doesn't recognize the override setting.
Any thoughts?
Thanks.

(3 years later)
MonsterBallZachJr wrote:
I don't understand. I've used my iPod touch as a disk drive before, but after I installed the new iOS update the device stopped being discoverable as a folder from Windows Explorer. there's about 15 GB of files on it that I can't access. It's all useless space now, I can't even delete them from my iPod without restoring it...
the iPod touch has never had the option to Enable disk use.
However you thought you were doing it, it was not an option in iTunes unless you used some other application to hack iTunes.

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