How to transfer music from old iPod to new iPod conveniently on Mac
Want to copy all the songs and movies to, say, your old iPod to your new iPod? If you have a Mac, you can do this by copying your iPod content to your Mac, and then sync or copy them to new iPod. This article introduces 2 different ways to do this.
Note: If you want to transfer all music or movies including iTunes Store purchases and others from those source, please refer to method 1. Just want to copy some music or videos to iPod without replacing the original content? Go to method 2!
Method 1: How to copy iTunes Store purchases from your iPod to Mac
1. Open iTunes.
2. From the Store menu, choose Authorize Computer.
3. In the dialog that appears, the Apple ID button is selected by default. If you have an AOL account, select AOL.
4. Enter your Apple ID or AOL screen name and password, then click the Authorize button.
If the iTunes Store purchases on your iPod were purchased with multiple accounts, you will need to authorize the computer for each one.
5. Connect your iPod to the computer. If your iPod is synced with another iTunes library, the following dialog may appear:

6. Click the Transfer Purchases button, Or, you can right-click (Windows or Mac) or Control-click (Mac only) your iPod in the iTunes Source list, then choose Transfer Purchases from the shortcut menu that appears.

Method 2: How to transfer all old iPod music and videos to Mac and then sync or copy them to your new iPod
SyncPod is an easy-to-use program that can help you transfer your songs and videos to Mac. You can easily copy songs and movies to Mac with only a few clicks, saving you hassle of changing the settings on your Mac.
1Download and Install SyncPod
Download Free Trial Version Here:
After you install the app, launch SyncPod and then connect both old iPod and new iPod to Mac.
2Click "Music" or "Movies" playlist and then tick the files you want to export.

3Start transferring your music or movies
Click "iPod To Mac" to start transferring your music or movies
4Select a destination folder
Select a destination folder to save your iPod music and videos and click "OK"
5Copy music or movies from Mac to iPod
Drag the output folder of you iPod content to the "Library" icon and let iTunes to classify your music and movies, or go to "File" pane and select "Add to Library" to navigate to output iPod content and add it to iTunes. Or you can use SyncPod to copy music or movies from Mac to iPod directly.
SyncPod supports iPhone 3GS, iPhone OS 3.0, iPod touch upgrade to 3.0, and the new iPod nano, new iPod classic, new iPod shuffle and new iTouch. It supports multiple iPods or iPhones connected to Mac simultaneously so you can manage all your iPods and iPhones conveniently without setting different users accounts.

