I have a 1972 Datejust two-tone SS/Gold that I have had for a looooooong time. I also have an Omega Speedmaster, the SS version of the Michael Schumacher one, along with a few other watches that switch between all the time.
I love my Rolex, it is simple and keeps great time. Best watch made IMHO. My comment is a personal one, may not apply to you. Before I bought my present Speedmaster I had an almost identical one in two tome SS/Gold that really liked the looks of better than the one I have now. I could not stand to wear it because it had no date window, or date indicator of any kind. I have become so used to having the date available on my wrist that it was a constant irritant to NOT have it. So, I traded for the one i have now.
So, if you wear a watch all the time now, and it has the date on it, you MAY have the same addiction as I. Or NOT...
PS: I like the Air King. $2K seems a bit on the high side. Make sure you get the original box, papers, etc. Like an old car, documentation becomes important when you go to trade.