Do you use a Mac, a PC and an iPod? Want to share playlists among Macs and PCs? Follow these steps to copy iTunes music from a Mac to a PC via your iPod.

Both the Mac and the PC will need to have iTunes installed. Visit Apple’s web site to download the latest version of iTunes.

If your iPod is formatted for the PC, both PCs and Macs can read it without any additional software. If your iPod is formatted for the Mac, the Mac can read it but the PC will require additional software such as one of the utilities listed in Using a Mac-Formatted iPod on a Windows PC.

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Before you copy your iTunes music from your Mac onto your iPod, make sure that you have the iPod set for Manual Updating so that you can manually add and delete songs.

To set your iPod for Manual Updating:

1. Connect your iPod to your Mac and open iTunes
2. Select your iPod in the iTunes Source list
3. Click the iPod Options button in the lower-right corner of the iTunes window
4. In the iPod preferences window, select the option Manually manage songs and playlists and then click OK

To manually add songs to your iPod:

1. Drag the individual songs or playlists from the iTunes window to the iPod icon in the Source list
2. The iPod icon will flash red and the iTunes window will show Updating iPod while it is updating
3. When you are finished, click the Eject button next to the iPod in the iTunes source list

Now that you have the songs you need from the Mac on the iPod, your next step is to copy the songs on to your PC. The ability to copy songs from your iPod back on to your Mac or PC is not supported in iTunes. Fortunately there are many third-party applications available that enable you to do this. See Copying Songs from Your iPod to a Mac or PC for a list of Mac and Windows utilities.

Download and install the utility of your choice. For instructional purposes the example below uses PodUtil. Make sure you read the accompanying PodUtil help file before you begin.

To copy songs from your iPod to your Windows PC:

1. Connect your iPod to your PC
2. Make sure disk mode is enabled. To check this, go to iTunes – Edit – Preferences – iPod and make sure the Enable disk use option is checked (grayed out is OK)
3. Open PodUtil
4. You will be presented with a window displaying your playlists on the left, the music in the selected playlist on the right, a Playing box on the bottom left and settings for copying on the bottom right
5. Click to select the songs you want to copy
6. Click on the Choose... button at the bottom and choose the folder to which your music will be copied
7. Click on the Copy Settings... button to choose how PodUtil copies your music. If the Sort by Artist and Sort by Album boxes are checked, PodUtil will organize the copied files by Artist and Album. If you have iTunes 4.5 or later you can have PodUtil add the copied songs to iTunes and rebuild your playlists
8. Click on the OK button
9. Click on the Copy button and PodUtil will copy the selected songs over to your PC. If you enabled the Add Songs to iTunes option it will add your songs to iTunes at the end

Now you can enjoy your iTunes collection on your Mac, your iPod and your PC!

 From: http://macs.about.com/od/ipod/a/copy_via_ipod.htm