jonathan jay - I know you directed your question to Swanky but I'll chime in! I hope Swanky will offer her opinion too. There are several threads comparing rolexes to cartiers. I don't know if you figured out the "search" option on this forum but it might be very helpful to you. From what I've been reading recently, it sounds like the general resale value of rolex is 50% and cartier is 30%. But it depends also on the specific model of watch and condition it is in. Some women favor rolex, others favor cartier and many have both! I have 3 rolexes - a 2-tone ladies (26mm) w/diamond markers, a ss mid-size (31mm)fluted jubilee w/roman mumerals, an air king and 1 cartier roadster with pink face. My plan is to purchase the medium automatic ss ballon bleu cartier in a couple weeks. I'm a little concerned about scratches though. The cartiers get scratches easier and they show up a lot. Something you might want to consider. They don't show up as much on fluted, jubilee rolexes. Hope that helps.