That's very detailed and also roughly made me made up my mind. I just one a one solid piece of Rolex that does not need to be so bling bling. Right now I have a TAG Aquaracer, Seiko chrono and a few G-Shocks but want a really good Rolex to top it up.
Guess my choice would be just the divers series but the Deepsea seems rather chunky.
A solid piece of Rolex worth around $30k would narrow it down a lot. Looking at precious metals models mostly.
I am assuming you are a one watch for all occasions type of guy, and your lifestyle probably does not include being dressed formally.
They way I look at it is, Rolex is known for making the best tool watches money can money, at any price point. Not many watch brands can come close, let alone surpass the reliability, easy serviceability, ease of use...etc of Rolex (especially with the new generation bracelets).
A precious metal Rolex is a statement piece. Buying a precious metal Rolex says you've got money to burn. You're saying screw the practicalities of a Rolex watch, I bought one that functions exactly the same except that it that costs 3 times as much and 1/3 as practical. Precious metals are softer and the suffer dings much more easily. If and when you want to sell it, you will lose much more $$ than similar steel models.
With $30k budget, I would definitely approach it differently. I'd buy a steel Rolex, and probably something like an AP RO or JLC dress watch. You get 2 well-respected, well-made, different function watches, instead of just one that might have some negative connotations.
But whatever you buy, show us!