
1. The Datejust: The watch for all people- for Rolex lovers, watchnuts and the average guy in the high street, who wants the "best " watch in the world. The first true luxury watch, new bracelet; Jubilee, and first watch with a date window
2. Ref 6200 Submariner

A close call between this and the ref 6610 Explorer as the "Father" of the tool watch. I give the 6200 the win because the Submariner is more iconic to more people. For me a watch has to be of wider appeal than our "elite" group ;-), The big crown, the Explorer dial, rotatable bezel, the perfect vintage..
3. Rolex GMT Master 6542

The first tool watch we could all justify in having....the first watch that could let you phone Australia and not wake them up. Was a close call between this and 1675.....
4. The Daytona 16520 R series:
Why this, why not Paul Newman, or 6263? The 16520, has a unique feature in Rolex's history. It was the 16520 Daytona, that sparked Rolexmania. Before this watch nobody collected Rolex with such passion. the first Rolex with a waiting list...this watch made people who never thought of ever buying a Rolex buy a Rolex, it made the Sub Date, exp 1 exp 2 and GMT alll desirable.

and finally,NO.5: perhaps amongst the real world , the most purchased, most wanted diver/tool watch ever, the
Submariner date....ref, 1680/16800/16610/11610...why all....because really it does not matter, its the model thats important, its the Porsche 911, instantly recognisable, wanted by many, tough, family history..and always desirable whatever the age with a cult following, my personal fav is the 16800 matt...

Just my opinion ofcourse...LOL