How do you import music onto ITUNES if you have two IPODS

Question: I have two IPODS. I can't seem to figure out how to import all the music on my old IPOD onto ITUNES so I can put new music in my library as well as m new IPOD. Can you please help! Also, when I plug in my old IPOD it says it is in WIndows format. Is this a problem.
Thanks,
WickedRunR

Macs can read Windows formatting so you should have no problem using your iPod with your Macbook. One proviso is that up until now Apple has only fully supported using the iPod shuffle in FAT32 format on Mac (unless the range has been expanded to include the iPhone and the iPod Touch which I've no experience of). What this means effectively is that if you need to apply a firmware update for your iPod and you wanted to maintain the Windows format you would have to do it on a PC. If you were to try and update a Windows based iPod on a Mac it would be restored and reformatted to the Mac file system and have the Mac firmware installed.
If you have any iTunes Music Store purchases the transfer of purchased content from the iPod to authorised computers was introduced with iTunes 7. You'll find details in this article: Copying iTunes Store purchases from your iPod to a computer
The transfer of content from other sources such as songs imported from CD is designed by default to be one way from iTunes to iPod. However there are a number of third party utilities that you can use to retrieve music files and playlists from your iPod. I use Senuti but have a look at the web pages and documentation for the others too, you'll find that they have varying degrees of functionality and some will transfer movies, videos, photos and games as well. This is just a small selection of what's available, you can read reviews and comparisons of some of them here:
Wired News - Rescue Your Stranded Tunes
Comparison of iPod managers
Senuti Mac Only
PodView Mac Only
PodWorks Mac Only
iPodDisk PPC Mac Only (experimental version available for Intel Macs)
TuneAid Mac only (iPhone and iPod Touch compatible)
iPodRip Mac & Windows
YamiPod Mac & Windows
Music Rescue Mac & Windows
iPodCopy Mac & Windows
iRepo Mac & Windows (iPhone and iPod Touch compatible)
iPod Access Mac & Windows (iPhone and iPod Touch compatible)
There's also a manual method of copying songs from your iPod to a Mac or PC. The procedure is a bit involved and won't recover playlists but if you're interested it's available on page 2 at this link: Copying Content from your iPod to your Computer - The Definitive Guide
Keep your iPod in manual mode until you have reloaded your iTunes and you are happy with your playlists etc then it will be safe to return it auto-sync. I would also advise that you get yourself an external hard drive and back your stuff up, relying on an iPod as your sole backup is not a good idea and external drives are comparatively inexpensive these days, you can get loads of storage for a reasonable outlay.

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