I'm faced with this dilemma today. I currently have a 42mm sport with Applecare+ and have a unique opportunity to upgrade to a lightly used 42mm SS with Applecare+ that the owner is willing to transfer into my name for $150 after I sell mine. Should I do it? It sounds very tempting, but then I look at my little Sport Watch with its knockoff stone leather loop band and can't help but think "hmmm, maybe I should keep this one until the next gen". On the other hand, I think "but i'll also be wearing this thing probably until 2017, so I may want the one with better materials, even if the guts are identical". Given that the money isn't the issue, what would you do?