Apologies in advance if this has been covered; I couldn't find it.
I have an iTouch from a few years ago, and most of the files on it are ripped from CDs, rather than purchased from iTunes. (The few I did purchase from iTunes are still in my account.) In addition, my desktop machine was reformatted about a year ago, and all my iTunes settings were lost. I now would like to copy my music to my iPhone, and as you likely realize, I can't sync from the iPod to iTunes. I'm considering a software called CopyTrans, but the free version is pretty limited. Can anyone give a thumbs up or down for the full version, or recommend any other solution?