Transfering music from new iMac to iPod without losing songs on ipod

Question

Hello,
I've just finised uploading all my CD's onto my new iMac. I now wish to download the contents of the iMac's iTunes library onto my iPod (click wheel but not video) without losing the songs that are already on the iPod. The iPod was originally synced to a Windows PC which was used to download it's existing library. There are a number of songs on my iPod that are not in my new iMac's iTunes library & also a large number of songs that are already on the iPod.
Basically, I want to know how I can download all songs from my iMac's library that are not already on the iPod without losing the songs I have on the iPod that are not in the iMac's iTunes library (Ihope that makes sence).
Thanks for any assistance.

Answer 1

Hi Dave!
Yes, you can do this.
First off, do this to prevent iTunes from automatically syncing your iPod:
1 - Open iTunes.
2 - Connect your iPod to your computer.
3 - Basically as soon as your iPod begins to display "Do Not Disconnect", begin to press and hold the Option and Command keys on your keyboard together simultaneously.
4 - Continue to hold these keys for about 20 seconds, throughout the time when your iPod is showing up in the Source List in iTunes.
After you've done this, click on your iPod's name in the Source List (the Source List is the left panel area of iTunes), and under the "Summary" tab, tick the "Manually manage" option for your iPod. Also, go to the “Music” tab, and ensure that the “Sync” option isn’t selected.
Click the “Apply” button in the bottom-right corner to save your changes.
Manually managing the songs on your iPod will allow you to preserve the current content that you have on your iPod, and transfer new content from your iTunes library to your iPod.
When you are connecting your iPod to a computer that is different than what it is normally synced to, you will get a message that says something like: "The contents of the iPod "your iPod's name" is synced to another iTunes library. What would you like to do?"
You will be given a couple of options, and make sure to click on "Cancel", and NOT "Erase and Sync" (or else the current contents of your iPod will be erased, and the iPod will be synced with your iTunes library).
So, after you've saved your iPod's songs from being automatically synced off of it, you can transfer your iPod's music to your compter if you wish.
You can install a third-party program onto your computer that can do this copying.
Try using Senuti.
-Kylene