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Longines hydroconquest
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Hamilton is a good rec. NOMOS is pretty good in that price point too
I’d go Hamilton in that price point. Or a used aqua terra
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Oris big Crown
Can you share anything about his sense of style?
Absent any info, I'd pick something extremely versatile. A stainless steel 3-hand sports watch with a white, black, or blue dial on a bracelet, around 39-40mm
I'd recommend the Christopher Ward C63 Sealander as a starting point https://www.christopherward.com/int/C63-Sealander-Automatic/C63-39ADA3-S00K2-VC.html
Not as big a Hamilton fan as most others. Would look at a grey market Longines Master Collection for something classic, or a Christopher Ward for something a little more funky. Nomos if he’s got a design aesthetic.
Oh and I will say, you’re a better friend than I’ve got 😂