[brchr]

This is only half correct.

It is true that some/many Rolex AD’s will allocate the most desirable watches to customers with an existing purchase history, and that some customers therefore buy less desirable models in order to earn goodwill with the AD.

However, it is not the case that the most desirable watches are necessarily (or even on average) the most expensive models. For instance, it is generally the steel models that are the most desirable and command the highest markup from MSRP on the secondary market. The Submariner, the Daytona, the GMT-Master II: almost all of Rolex’s most iconic, most in-demand, most "flippable" watches are the full steel versions, which are the cheapest versions of those model families.

To give a concrete example, it is generally considered easier to get a full-gold GMT (~$43k) or a two-tone (half steel, half gold) GMT (~$18k) at an Authorized Dealer than it is to get the full steel version ($11k).