[gprsh924]

Originally Posted by masraum

You don't have to install anything or download anything from the 'Net.
How to transfer music from an iPod to your computer | How To - CNET

Unfortunately, this way does not work with iPod touches or iPhones. Does anyone know a reliable way to get the music off of a newer ipod?

I have a touch on 4.3 that I want to upgrade to iOS5 so that all of my apps work correctly. However, 40gbs of music in iTunes and only want 20gb or so on my iPod. If i simply update, I will lose all data on the iPod and will have to spend hours filling the ipod back up with music.

What I am hoping to do is essentially copy my current iPod library to the computer, update the software, and then drag that select 20gb of music back on to the ipod.

Any ideas?

Edit: I have tried a couple of the free softwares (forgetting the names right now) and they would seem to hang up a third of the way into the job.