OKay, i have a 30gb Ipod Video. It has around 1gb of music(put on through iTunes). The rest is random files that I wanted to take off my Hard Drive. It has 18gb Free..I tryed to copy a small 4gb ISO, from my desktop...to my ipod And it gives me an error message; the file ___________ is to large for the destination filesystem.

Can you copy smaller files to the iPod? I'm not sure what the file system is capable of, but FAT32 does have a size limit around 4 gB.

Hows that possible i had all the isos of the sims 2(legally extracted from the cds using imgburn, to anyone who wants to close this discussion) and that totalled 9.0gb and i was able to transfer them all in one folder..I got a different iso,of the same thing as before that was the same size and it transferred. so thanks anyway