Boris
1009
Very nice collection, as expected
Definitely the new Daytona would sit nicely in it.
Of the current GMT Masters, the Batman is my favorite. But I suspect that the new Pepsi / Jubilee will be awesome, so worth waiting for. Plus you don't have any modern Rolex on Jubilee, perhaps that's the way to go, instead of adding yet another Oyster bracelet.
The Yacht Master: I find it much nicer with the blue face, and more readable too. And you could use a blue dial in your collection.
I don't quite get the appeal for the Air King, to be honest. I find it so confusing. You're sure you don't prefer the Explorer I, seeing that you already have a Milgauss?