Trying to upload itunes library after reformatting...

A couple of weeks ago my ipod starting skipping through songs as though it was stuck on fast forward. After going through the recommended troubleshooting fixes, it got to the point where the ipod wouldn't even turn on... it would just flash the apple logo over and over again.
According to the ipod support site, when this happens the ipod needs to be put into disk mode and then completely reformatted. I did this last night. After reformatting it, I hooked it back up to my computer so it would upload all of the songs in my itunes library back onto the ipod. Since I had well over 1000 songs to upload, I decided to let it run all night long.
This morning I got up to find an error on the computer saying that itunes.exe had timed out and could not complete the action. The ipod itself still said "Do Not Disconnect" and when I tried to restart the upload, the whole computer froze.
Is there a timeout setting on itunes that is going to prevent me from uploading everything in my library back onto the ipod? I searched the preferences and such and found nothing, but this is really frustrating because after having to restart my computer this morning after it froze, it started uploading again at song 1 as though it did nothing last night.
Any advice or thoughts would be appreciated...
Thanks in advance!

Hello,
Have you tried restoring your iPod?
Restore your iPod.
Connect your iPod.
Go to "Edit->Preferences->iPod".
Select your setting in "music" to "manual".
After that, go back to your library, select about 100 songs in the library (to start with), and drag-and-drop them into the name of your iPod in the left source panel.
See if this manual way works instead of the automatic way (I was presuming that your setting was for automatic). Drag your songs to your iPod at about 100 songs at a time.
~~Kylene

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