You might have to reformat I have problems with older ipods to the newer machines. The MBP are "Mactels" CISC Little endian the ipods use ARM processors that are RISC Big Endian (Which are better because it is the way we humans think and recall information). Older format is unreadable on the newer machines. Besides Apple like you to spend money every six months for a new machine and ipod and not to hold on to the old.