Unless you really really want to, just stick with the 5G. Most people, including myself, think that the 5G's are superior to the newer classics. The 5G's are easily upgradable (new battery/hard drive, etc) and you can rockbox them which unleashes the full potential of the iPod (Support for FLAC, etc). The 5G's also have the "legendary" Wolfson DAC where the newer classics have the Cirris Logic DAC. People debate the superiority of the Wolfson DAC but personally, I think my 5G sounds much warmer and cleaner and than my Nano 4G (which uses a Cirrus Logic DAC) so I would agree that the Wolfson DAC is superior. Just my 2 cents.