not really 'apples with apples', my guess, from a price perspective. A good 1019 black dial milgauss should be at least double the price of even the nicest 5513 gilt submariner, isn't it? Still: I would go for the Milgauss 1019, for me currently a bit under-rated, a great watch, and for me together with the Orange Hand Explorer II the most 'a-typical' Rolex and therefore interesting. On the other hand, if what you are after is the 'iconic' Rolex-esque style, than the Submariner is the one to go for. Therefore I am a bit surprised by your choice of 2, since you have chosen the two end of the Rolex-extremes (most typical/archetypical Rolex watch, versus the most 'unlike Rolex' Rolex watch). But maybe that's the question you are asking? I myself am always a bit of a 'contrarian', besides a big fan of anti-magnetic models for all brands, and therefore would go for the Milgauss.

They are so different!
Go for the difference, and go for the black mambo..Errr, Milgauss.
Go for the outsider!
Best,
Nicolas