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NJRonbo

macrumors 68040
Original poster
Jan 10, 2007
3,250
1,277
As a gift, I am buying a friend a classic iPod.

I myself have a classic iPod with about 8,000 songs on it.

Most of the songs I ripped from CDs. Some are downloaded music from Amazon and iTunes.

Most of those songs I would like to share with my friend. In other words, upload that music to his new iPod.

Now, that's the easy part. It can be done on my Mac via iTunes with playlists intact.

Here's the tricky part...

I'd like my friend to be able to rip his own music on his own computer.

That means I can't transfer the music to his new iPod from my computer as once he tries to connect the iPod to his own computer it will erase all the music I gave him.

His computer will also attempt to erase all the music off my iPod.

Apple has put restrictions in place that disallow this kind of combining of music from two different sources -- at least that is what I have come to realize.

So the question is...

What is the best way to transfer my music off of my classic iPod to my friend's computer (with playlist structure intact) and allow him to add his own music via iTunes.

Is it possible with the restrictions Apple has put into place?

Thanks in advance for the advice.
 
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