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Additional Posts in Luxury Watches
Thoughts on 36mm Rolex datejust? Too small? M
Where do you buy vintage watches?
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White watch Wednesday. Loving this look!

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Tissot, Seiko, Oris
Christopher ward has a good amount to choose from and preowned would open up a few more options like the SARX033 baby snowflake
Not enough detail here.
What style of watch? Who is the watch for? Do they already have a watch collection and if so, what are some of their watches?
Counterintuitive, but if he’s saving for a Rolex I wouldn’t buy him a watch. There’s a chance that in a month or a year or whenever he saves up and buys the Rolex that becomes his daily watch and your gift never sees his wrist again. Not always the case but certainly possible, especially if you end up getting him something similar to the style Rolex he’s after.
I would suggest that you give him the cash, and let him know that it's to be put towards the Rolex.
This is the right answer.
How about Hamilton Jazzmaster open heart?