I'll probably go for the SS, been leaning on that for over a week. For an extra $200, get the one you want, enjoy it more, you'll look at it every 10 minutes, so might be worth it.
I want the Space Grey model but I feel like I'm limited on band options and I want the Sapphire display and milanese loop, but I don't like how shinny the stainless steel looks (but I do own other stainless steel watches and I can live with it).
I never sell my older products, I usually just pass them down to family or friends, but I feel like I will be keeping this watch for a while, version 2 will really have to wow me considering most of the information and processing power is coming from the iPhone, the watch is just a secondary display for the iPhone.
Side question if anyone has experience with other watches, the milanese loop says it fits a 200mm wrist but mine is 203mm, will this just not fit my wrist or will it just fit a little tight?