…as defined by this week’s Chewsday Challenge.
The problem with limiting yourself to one brand with a price ceiling is that few watchmakers offer much in style variation. To be frank, all Rolex watches look pretty much the same to me. And just offering the same watch with different face colors or metals (gold, steel whatever) doesn’t really qualify as variation, as such.
Vacheron Constantin, for example, has several lovely watch types and variations, but only if you’re not averse to having your nose suddenly start bleeding.
So here’s my choice of watch brand: Omega — specifically, these variations, all of which are available new, i.e. unworn:

I am somewhat constrained by my unshakable insistence on manual-wind operation, and it seems that for watches costing less than $25,000 (much less, in Omega’s case, bless ’em), there are precious few choices of brand. Sure, most offer many variations, except for that manual-wind thing.
Still, the above three are nice-looking and of decent quality, and I’d be happy to wear any one of them on my wrist.
Incidentally, if I were to go for used (secondhand [sic]), there’s always Patek Philipe:

…each of which is so beautiful they make my mouth water. I don’t even want to think what they would cost new — assuming Patek even still made them with manual-winding operation, that is.
And there you have it. My (post-Lotto) watch collection(s).
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