Transferring Music from iPod to iTunes?

If you put your iPod into Disk Mode, you can drag all the files to your music folder on your computer, and then let iTunes sort it out. Just make sure you check "Keep iTunes music folder organized."

I hope this helps.

Putting your iPod in Disk mode will work for iPods other than the iPod Touch. For the iPod Touch and iPhone, you'll need to use a tool that is capable of reading the iPod Touch/iPhone database.

One such tool is MediaMonkey -- the free version can handle this. Here are the instructions.

Disclosure: I work on MediaMonkey, but happen to feel that it's the best tool for the job.