if the content on the ipod is in m4a format, unless you have his login you will never be able to use those songs. all the songs have to be in an unprotected format such as mp3 or aac. when you get to pull the songs off the ipod they are going to be in folders listed as FRPT DSJH WIRN etc... you dont have to reorganize the songs. (this is going to get long)....In itunes properties there is an option of "create and manage folders by artist" or something to that effect. If you select that and then add some folders to your itunes, it will automatically take the folders you added, rename them all, and organize them in your itunes music folder. that way you dont have to worry about the weird coded filenames.
Technically you could just "add folder" from the file menu in itunes, and select the music folder on the ipod and it will automatically copy and rename all the music for you.
so as a wrap up:
plug your ipod in and besure you can view hidden folders (as listed above in GermanDude's post)
open itunes
ensure that the "organize my music files" option is selected in properties.
click "file>add folder to library"
browse to your ipod>music and add the entire folder
It will then add the songs to you library and copy them to your music folder.
If the file is protected, it will still copy and load it into itunes, but when you try to play it, it will ask for a password and login. that is another issue that can be solved with other software. another quick way to find out if its protected or not is to right click on your main music library at the top, and add the column named "kind". this will list the type of file it is whether its MP3, AAC, or AAC Protected.
hope that wasn't to difficult...i get on rants and lose focus, lol