How to Download Music Onto Multiple iPods From a Home Computer
If you use more than one iPod on your computer, you will notice a conflict when attempting to synchronize content to each iPod, especially if the iPod was previously synchronized with a different computer. By creating multiple iTunes libraries in iTunes you can work around this conflict, as you can toggle between the different libraries to sync music to the different iPods on your home computer, according to the official Apple support site.
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Instructions
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Press and hold the "Shift" key on your keyboard and open the iTunes program on your PC. On a Macintosh computer, hold down the "Option" key and open the program.
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Select "Create Library" in the pop-up menu, and create a name for the new library. Click "Edit" and "Preferences" on the iTunes menu on your PC, or click "iTunes" and "Preferences" at the top of your Macintosh's screen.
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Select the "Advanced" button, and uncheck the box next to "Copy files to iTunes Media folder."
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Drag and drop the songs you want to sync to your iPod to the iTunes' source list, which is the left sidebar of the iTunes program.
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Connect your iPod to your computer by plugging the iPod cable into the bottom of the iPod and the USB slot on your computer. By default, the iPod will automatically sync to the iTunes program, according to Guy Hart-Davis, author of "How to Do Everything iPod & iTunes, Fourth Edition."
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Click the eject button in the lower-right corner of the iTunes window to remove the iPod. Exit iTunes once the music synchronization finishes to your current iPod.
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Remove the cable from the iPod. Hold down the "Shift" key on your PC's keyboard and open iTunes. For Macintosh computers, hold down the "Option" key and open iTunes.
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Select the "Choose Library" button, and double-click the original iTunes Library in the Open window. Plug the iPod cable into the bottom of the secondary iPod, and wait for the iTunes program to sync to the iPod. Click the eject button in the lower-right corner of the iTunes window to disconnect after the transfer completes.
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References
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