This is basically what I want to do. I have the old iPod with the orange buttons on it, and its only 15GB. I have about 17GB worth of songs..and a computer with a capacity of 250GB. So basically, is there a way that I can select a certain songs in iTunes..and have them NOT UPLOAD to my iPod when I plug it in. Thanks for the information and if you can help that would be great. I can imagine I am not the first to want to do this.