Depending on how much memory you want on it, prepare to pay an arm and a leg. The only feasible option for me costs $399 and it's bare minimum feasible, I want a 120 gig of something now, I have too much music otherwise.
The 16GB used to be that price with the last generation, now it's down to $299. I decided to get that one as I don't have that much music and I want some room for games.
Also, why not just load half or a fourth of you music on at one time, then switch it up.
__________________
If you are looking for a safe way of trading, use a Middleman. Middlemen List
wow....I didn't expect something like that from Apple. I wonder when people are going to start to implement HD radio receivers into portable music players. One of the drawbacks to the iPod class, is their lack of radio reception.