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I do love everything about that design. Great dial colour too.
IMO, there are few things wrong with the popular Rolex models - people buying for status, people buying and flipping to people who keep them in safes, all the AD shenanigans etc. also, I am not comfortable paying extra just because it has a crown on a dial. I know for sure, that if I got one of the popular models, I wouldn't wear it, because of how much attention they get. Don't get me wrong, the watches are lovely, one of the best designs ever (personally not sure about the Sky-dweller though, but some people love it), the Subs and GMTs... just not for me.
And about Omega - I'm thinking about getting a Speedie for my 30th next year, will go and try one on Monday.
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I understand everything you wrote there (I personally wouldn't buy or wear >95% of the Rolex catalogue), except:
I am not comfortable paying extra just because it has a crown on a dial
This is the thing, put a Black Bay 36 next to an Oyster Perpetual 36 (for example) and it is abundantly clear why it is half the price, and it's not just because of the logo. Look at the bracelet end link on that current Prince Date compared to the DJ. They are a very long way from being the same watch with a dial swap. In the old days, when Tudors used Rolex cases and crowns and it was basically only the movement that was different, it was another story.
I respect that, I think an awful lot of Omega’s sales are down to folks wanting a nice Swiss watch that isn’t a Rolex, because for many people Rolex = wanker.
The Datejust is just kind of inimitable for me. The current DJ36 is in many ways the best watch they make. I’ve tried it on a few times and it is undeniably flashy - but that’s partly what a Datejust is. (Vintage examples are way less so by modern standards though.) I’ve got a real soft spot for ones with the polished steel bezel on jubilee.