Syncing music from your ipod to a new computer and getting music from the new computer

I have an old ipod nano and I recently go a new mac book pro. I want to sync the music from the nano onto my mac book and then sync the music from my mac book on to my ipod. Please help

Do you have any ripped, non-purchased music? That is, music that you ripped off of CD's and imported into your iTunes library as opposed to buying from the iTunes Store. If you do not have any of this music, your solution is simple: connect your iPod to iTunes, then go to File>Devices>Transfer Purchases from "[iPod name]". All of the music from your iPod will be transferred onto your MacBook. After that, sync your iPod to get the music that is on your MacBook and not on your iPod, on your iPod.
If you do have ripped music, however, you will have a much more difficult time. Is this the case?

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