3rd gen iPod doesn't transfer playlists

Hi everyone,
3rd gen 20gb with 2.3 software hasn't been taking any of the playlists.
I too had the earlier problem where the "software too old" issue kept popping up, but that's apparently been resolved.
I'm using 10.4 and itunes 6.01.
Can the 2.3 software support the Folders/Nested Folders in iTunes? I'm wondering if that could have anything to do with it, but at this point I'd rather confirm that with you guys rather than deleting or renaming a ton of playlists.
Thanks as always.

You might want to try running diagnostics on your iPod.
To do this: reset the iPod. When the Apple logo appears, hold down the >>, << and center buttons until you hear a "squeak" followed by the Apple logo backwards.
Use the >> and << keys to choose HDD SCAN. That test will take 15 to 30 minutes. If more than an hour passes, it's likely your hard drive is dead.
If the test gives you a "HDD PASS", your hard drive is most likely okay. If it gives you a "HDD FAIL", your hard drive is dead.

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