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Ask @ejay2.0 but you said;
He hasn’t previously been into watches but wants to get something that will at least not lose value.
This means he has no expert knowledge, or what would usually be termed an 'edge'. Therefore, the logical choice is the safest as he will almost definitely not find something special that has an above market increase.
The safest is a Rolex.
A decent second hand Rolex will probably maintain its value for a few years and then at worst track inflation. Rolex seem to have been increasing their prices in relative terms so you'd expect 2nd hand values to beat real inflation.
As to which specific models its probably best to search on Rolex forums as they can fetishise random serial numbers and imperfections / unique attributes to a degree unimaginable even to a bunch of bike geeks!
In general terms though my gut would be to either go for the best no-date sub you can get, or look for NOS recently expired models that you can get good deals on now. Thinking of say if you'd bought a couple of the last 36mm Explorer I 's or the previous Explorer II. Or following @Stonehedge ' s post maybe even a white gold GMT as it was; a) out of the ordinary, b) precious metal, c) (guessing) will be pulled now there's a new steel on.
That’s what I thought. (I don’t know what I’m buying though. ) any other brands? Rolex are a bit ubiquitous. What about new?