www.ilounge.com
They have some great tutorials on everything Ipod.
Good luck. DD is getting an external hard drive for Christmas because she is worried if our pc crashes she would loose everthing. I use an external hard drive to manage my itunes as my laptop is basically just for surfing the web.
Here's a link. Hope this helps.
http://www.ilounge.com/index.php/articles/tutorials
Update: found this on Ilounge. Here's the link, scroll halfway down to see this.
http://www.ilounge.com/index.php/articles/comments/moving-your-itunes-library-to-a-new-hard-drive/
Moving Between Operating Systems
Although the iTunes database format is the same for both the Windows and Mac OS X versions of iTunes, moving your iTunes library from Windows to Mac OS X or vice-versa is complicated by one other issue: The file systems between these two operating systems are completely different, so even though iTunes will be able to read the library database itself from the other operating system, it will not be able to make much sense of the paths stored in its library database. For example, where Windows uses drive letters, Mac OS X uses drive names, so there’s no way for Mac OS X to figure out what to do with a path like “D:\Music.”
Fortunately, however, since iTunes will default to looking for any missing files in its normal iTunes Music folder, you can leverage this behavior when migrating your library to a different operating system.
To make this work, you must first ensure that iTunes has organized all of the files according to its default naming standard. This way, when you move the files onto the new operating system platform, iTunes will be able to find them in their default locations.
To do this, first visit your iTunes Advanced preferences.
If the “Keep iTunes Music folder organized” option is enabled, deselect it and click OK. Then, go back into your Advanced preferences and RE-select this option and again click OK.
This will tell iTunes to go through your iTunes Music folder and ensure that all music files are named according to its defaults. You will be shown a progress indicator while this is happening.
Once this has completed, next select File, Library, Consolidate Library from within iTunes to bring in any referenced tracks that may exist outside of your iTunes Music folder.
Following these steps, your iTunes Music folder should be properly organized in the way that iTunes itself would expect to find it. You can then simply copy your entire iTunes folder and iTunes Music folder over to the new computer and operating system in the same way that you would transfer any other set of files. When iTunes starts, it won’t be able to find the music files by their specific location, but it will automatically and transparently “fall back” to looking in the default location where it would expect those files to be—in the iTunes Music folder. iTunes does this in the background transparently, so you won’t even notice it happening—things should just work.
Note: In some cases, automatically downloaded artwork may not appear properly when moving your iTunes library from Windows to Mac OS X or vice-versa. This issue should only affect automatically downloaded artwork, and can be easily resolved simply by asking iTunes to get the artwork again.