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A) for sure is the right answer, educate him on the brand/ models as you go to different boutiques and it’ll be a nice memory to tie to the watch
B) depends on the watch, vintage is tricky
C) hypothetically, let’s see the collection that would be offered
If you buy a luxury watch despite him not being into watches, be prepared for the fact he may not wear it as often as you would like to see him wear it. If you are not bothered by him not wearing it and the money doesn’t matter to you, sure go for it
I think it is unlikely that once in a blue moon event will happen where he needs the time and the only way he’s going to get it is from a luxury watch. I say this as someone who loves watches and wants a luxury watch.
Get a new watch and make sure it’s appropriate for his level. If he starts getting into watches, y’all can nerd out about it and he can set some milestone goals. Don’t send a 22 year old into his first job wearing a birth year Rolex.
I hate to type this: There’s no special event where it will come in handy (maybe his wedding if his fiancee gifts him one for the big day.) Apart from a few horologist colleagues, I don’t see anyone wear anything besides an Apple Watch (including my C suite!)
I’d wait until he shows interest / use a wedding to buy him a luxury watch. Until then maybe he can borrow from your collection for specific occasions.
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I like option B because of the meaning and it’s the only time you can actually capture the moment of a proper pass down where I would hope he does it for his children down the line.
Option A could be done anytime. Maybe when you give him your watch it would spark his interest and you could begin to teach him in detail
As a son who has inherited father's watch worn during his business years, I'd pick option B all day every day.
Tradition and heritage triumphs over monetary value, especially something that can connect the father and son. I come from a culture outside of the US, and just bonding with my father was not there as I was growing up.
Pass your son something meaningful. Help with some cash on other matters.
I don’t know you, your son, and your guys’ history, and this is a contrarian view but if he doesn’t care about watches, not sure how much he will start to especially if you’ve been sharing that part of your world with him. Get him an Apple Watch since he’s probably going to appreciate the functionality of it more.
I absolutely treasure the watch my father gave me when I started working, which is the watch he bought for his first corporate job (beat up old quartz Seiko worth probably $5 on eBay). I’d do this for a sentimental gift, then something of monetary value that he cares about (furniture if he’s getting an apartment, take him shopping for a professional wardrobe, car, etc.)