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Answer: Once you sync your iPod to this iTunes 9.0, of course the iTunes 9.0 playlist will sync your iPod, but all the old music on your iPod will be deleted after the syncing. If you want to sync the iPod without deleting the old music, you should get some transfer tool.
iMacsoft iPod to Mac Transfer – Professional tool to sync an iPod without deleting old music on Mac! You can sync any music on your computer and add any playlist on iTunes to an iPod without losing the old ones with it.
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