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As I reread your initial post, there might be more than just a playlist problem here. The first problem is that of what format is your music in? If its in the itunes default format (AAC) (it'd be this if you bought it over iTunes, or ripped it under iTunes as AAC) you can't play it under GSPlayer. I believe BetaPlayer however does support AAC as long as its not protected (i.e. Bought from the iTunes music store.)
If your music is all MP3s, the next question is how do you see it on your pocket pc? If you mapped the \Network folder to a network share that contains your music, I'd think that my Playlist Editor would work, but I've never tried this. See if you can import that directory through Playlist Editor (Edit->Import) .
Let me know how this works for you.
Jon
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