you using windows? try using winamp with your Ipod instead. winamp has a plugin you can download from their site so you can use your Ipod with it. you can download it here:

winamp ipod plugin

the main reason i like it is because winamp also allows you to copy songs FROM your ipod onto your computer, something that itunes doesn't allow you to do. i use my ipod at work and home, so if i get a song at the job and load it up, i can put it on my home computer from the ipod with winamp. and at least if my computer was to crash, i could just transfer everything back from the ipod with no problems...