A while ago our windows laptop crashed and we were not able to retrieve any data/files from it. We then went out and purchased a Mac computer and through a lengthy process I transferred my windows formatted ipod files to the Mac. With me so far? There has been no problem downloading music files, videos etc, but I cannot update my Ipod software version as 'only Macintosh-formatted ipods can be updated'. Is there a way around this? I have an ipod classic 80g if that makes any difference. If I bought a new Ipod classic/touch would I be able to transfer my current itunes library to the new ipod which would then be a Macintosh-formatted ipod, or is it that a large chunk of the itunes library was installed on windows and this would not work. Thanks for your input.