Or just get rid of that stupid ass program and get something better. Like mediamonkey or something of the like. iTunes sucks because they have to be in the itunes format and if you want to burn them to cd you have to convert them. I use mediamonkey and I just open it and select which music i want and click transfer to ipod. Then if i want to burn it to a cd , I select the same music and select burn to cd. None of that copy protection BS. And with itunes if your friends want any music you have to convert them to mp3 then burn a cd then load it on their machine then into itunes then to the ipod. With other programs you just plug it in and it auto recognizes the ipod and you just transfer the music to it. I have 2 ipods and my girlfriend has 1 and with mediamonkey I can plug anyone of them into the same computer and transfer music to them.
Sorry for the rant but I hate iTunes with a passion, if you cant tell