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Importing random song selections to an ipod

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I have two ipods - a shuffle and a nano. My music collection is on a Mac in generally lossless format. The shuffle has a neat facility whereby it will import randomly from your whole itunes library. I can't seem to do this for the nano - anyone any ideas on how to import randomly to a nano?


Also, the shuffle has a setting to compress files to AAC automatically on filling. Again, I can't seem to find such a facility for the Nano - anyone know how to do it?






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