Playing iTunes downloads on Shuffle

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JeffKiel

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Nov 13, 2003
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Raleigh, NC
Posting this for a friend. He has a PC, 1 2G iPod, 2 Nanos, and 1 Shuffle. He has ripped some music from CDs and purchased some from iTunes. When he creates a playlist/copies music to his Shuffle that includes both types (ripped and purchased), they all seem to copy (he sees the progress for each song), but the purchased songs won't play.

Anyone heard of an issue like this?
 
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