USING IPOD, ITUNES AND AN EXTERNAL HARD DRIVE-URGENT

Greetings. All my songs are save in my extereal portable hard drive (Under the music folder). I DO NOT like saving song in the hard drive of my ibook because it eats up too much space. When I connect the external hard drive to my mac and open itunes, the songs do not come out in itunes. The songs only come out when i connect my ipod. My seeting for my ipod is manual. What I would like to do is- whenever i transfer songs to itunes, the song in my ipod are also automatically updated. the songs in the external hard drive should also be updated. In short, the songs that i should have in the ipod should be the songs in itunes and in the external drive. how do i do this? what settings should i do? I am afraid to click on automatically update songs because it might erase my whole ipod library. Please advise. thanks.

First I would use Finder and go verify that your songs are actually on your external hard drive. If they are, then make sure you specified iTunes directory is pointing to the correct directory on that external hard drive.
If both look ok, then go ahead and switch it on over to automatic. Otherwise, if the songs still arent showing up just re-add them all to your library.

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