use a program called iDump it is very simple to use. Apple doesn%26#39;t support that but there%26#39;s third-party software you can buy to do it... I%26#39;ve never used it but I%26#39;ve seen it at Best Buy. sync with itunes...then you%26#39;ll have it on both. use your ipod as a disk
Using iPod as a drive
Connect iPod to your computer.
Open iTunes if it doesn%26#39;t automatically open.
Select the iPod icon in the Source pane.
Click the Summary tab.
For most iPod models (except iPod shuffle):
Select "Enable disk use" or "Manually manage songs and playlists". Either one will allow you to use iPod as a drive. If you select "Manually manage songs and playlists", iTunes won%26#39;t automatically update iPod with the iTunes library. If you want iTunes to automatically update your iPod, select "Enable disk use" instead
The iPod disk icon appears on the desktop and in Finder windows, and in My Computer/Computer in Windows. Double-click the icon and drag files to or from iPod%26#39;s window to copy them.
Make sure to eject iPod before disconnecting it from your computer. Tip: The iPod display will say "Do Not Disconnect" when disk use is enabled (iPod shuffle%26#39;s status light will continue to blink orange until after it is ejected). These are reminders for you to eject iPod first.
Copying songs from your iPod to your computer
The iTunes library on your computer holds all the media (music, videos, podcasts, etc.) you%26#39;ve encoded from your CD collection or purchased from the iTunes Store. With default settings, iTunes automatically copies the media in your library to your iPod. When you use your iPod as a hard disk, you can%26#39;t see the media iTunes copies to your iPod in the Finder or My Computer. This is normal. Using the Finder or My Computer, you can%26#39;t copy these media files from your iPod back to iTunes or to any other computer. The synchronization between your iPod and your computer is one way: from iTunes to iPod. The exception is the transfer Purchases feature, which allows you to restore purchased iTunes content to your computer from your iPod.
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