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Old Jan 2, 2010, 02:15 AM   #1
Harry Bosch
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Join Date: Aug 2008
ITunes won't add any songs to iPod Shuffle -- WTF?

I just purchased two language learning audio courses from the iTune store. Purchased them on my iPhone and they play fine. Now I want to put them on my iPod Shuffle.

I created a playlist that contains just these two items. They are both "Protected AAC audio file" types. And as I said, they play fine on my iPhone and in iTunes itself. I plug in my shuffle and select that playlist as the one to fill it from.

But iTunes refuses. It give me some BS like "iTunes cannot add any songs to the iPod "iPod Shuffle 1GB" because no songs in the playlist "iPod Shuffle JLearn" can be copied to this iPod." And that's it.

I've tried playing with all the options on this shuffle (Replace all items when Autofilling, Convert Higher bit rate songs, etc.) to no avail. iTunes just refuses to copy them. And worse, it won't tell me why (this is straight out of the Microsoft play book :-)

Anyway if anyone has seen this before and can offer any clues, I'd be grateful. Are there restrictions on what can be put on a shuffle??? Why do these tracks work on my iPhone but not on the shuffle? I've used this shuffle for a long time now and have frequently filled it with various music. But this is the first time I have tried a "Protected AAC audio" file. If that's the reason, why on Earth would Apple do that? So I can't play audio I bought, on my own iPod???

Yeah, I know, I should try burning them to CD and then reimporting them. But since I moved all my blank CDs are in some unknown box in some closet somewhere...!
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Old Jan 21, 2010, 10:35 PM   #2
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Join Date: Jan 2010
songs in playlist not going to ipod

I figured out a way to do this. Click the group of songs, then click "find song X" and then when all those songs come up, keep itunes in the backround and move them to the ipod, without going through the playlist.
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Old Apr 13, 2010, 11:48 PM   #3
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Join Date: Sep 2008
I'm having the same issue.

I've set up a smart playlist that contains new podcast episodes that i want to autofill to my iPod Shuffle.

When I hit autofill though I get the bizarre message, "iTunes cannot add any songs to the iPod XXXXX because no songs in the playlist "XXXXXX" can be copied to this iPod"

What the?

If I select the individual podcasts and drag and drop them to the iPod (as I have been doing historically) they copy across and play just fine.

It just refuses to copy them from the playlist?? Anyone?
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