Im kinda in the same boat, I would love to upgrade now that I've learned so much, the sunshade, commander, option wouldnt be bad at all. There are certain colors, I would take over certain options and vise versa. But I do appreciate owning my own e320 even though its bear bones. I am looking to keep her till 2010 than I would look at upgrading to a 2001 or 02 model. But to be honest I havent seen any special models on ebay like the one designo. I do see alot of AMG's but I wont lie, I am not a huge fan of the AMG interior, but the exterior is amazing. I wouldnt do a v8 because of how much I drive, so thats a life style choice, but I would do CDI or downgrade to a diesal do to gas prices. I am spending over $400.00 a month.