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Of course, you can. I don't think there is an automated way, but simply copy&paste the songs to a folder in the SportClip. I have done it this way, and also from iTunes to the SportClip. As long as your files are compatible format (I use MP3 format only) they will work fine on the SportCLip. I have done it for three years, and this is now my second SportCLip (I wanted Bluetooth wireless earphones, so I upgraded to the new model).
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