I say sell the Breitling and the Rolex. Selling the Yachtmaster would free up a lot of cash and to get a nice GMT and dress watch. Or, if you really like the YM, maybe unload the gray SM300 or the Tudor - you've already got 3 dive watches.
I think the Tudor GMT is fantastic. I also sort of like how the newer Panerai GMTs have an AM/PM indicator so you don't have to use 24 time to track your home time. Cartier is a classic, but, personally, I've been really excited about recent Grand Seiko and JLC models that fit that category.
I'd post my collection but it is a bit below your price range.
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