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How to Copy Files from Mac to iPod?
Q: It is very hard for me to sync iTunes, when I use it to copy files from Mac to iPod. Many times, I lose all files while copying. Can I copy files from Mac to iPod without using iTunes?
A: The Sync operation of iTunes may puzzle lots of iPod users. And without iTunes, you can't copy any files into your iPod. iPod to Mac Transfer simplified the copy operation between iPod and Mac. And you can manange the content on your iPod, including files, playlists, etc.

Note: This guide is specially for Mac user, if you are using Windows, please go to this iPod Transfer.
Guide: How to Copy Files from Mac to iPod?
Step 1: Run the software, and connect your iPod to your computer via USB cable. After done, the iPod icon and its library and playlists appear in the Device list.
Step 2: Click the "Add Files to iPod":

Step 3: Click "Open" button to import selected files to your iPod:

Done! With this powerful iPod to Mac Transfer, you can also transfer music, videos, pictures, podcasts, TV shows etc. to your Mac computer. Free download it and enjoy yourself!

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How to Extract Photos from Mac to iPod
How to Transfer Music from itouch to Mac