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Best Rolex Watches For First Time Buyers

October 5, 2019

BY Rob Nudds


When posed with the question of which watch to buy and when, every industry “expert” probably begins their answer with some variation of the same caveat: Buy for love, not for money. Watch collecting is a wild and unpredictable hobby. Auction prices for classic models have been known to hit eight figures (and then some), but most of the Rolex watches out there depreciate the moment you strap them on your wrist.

My First Rolex Watch - Rolex GMT-Master II 126710 BLRO Pepsi

The Road to My First Rolex Watch

I have a young friend who is ready to buy his first luxury watch. He’s been thinking about it for weeks (good boy), but every few days he calls me (bad boy) and labors the same point: He wants a watch that is an investment (even worse boy). There exists in modern watch collecting a problem: collectibility is now treated as a selling point. But the problem with everybody and their dogs knowing that something is collectible is that everybody and their dogs are quite likely to collect it.

The most expensive wristwatch ever sold was the Rolex Daytona worn by Paul Newman himself. It fetched $17. million at a 2017 auction. That’s a pretty good price for a watch that was so unpopular when it was initially launched that it lingered on dealers’ shelves with relatively few actually making their way onto customers’ wrists. One of those wrists happened to be Paul Newman, who had reputedly been bought the watch by his wife, Joanne Woodward. And it isn’t that she made a sound investment, but rather her purchase created an investment piece by her gifting it to her stratospherically famous husband.

My First Rolex Watch - Rolex Daytona Paul Newman 6239

This generation’s Paul Newman Daytonas are currently flying under the radar. Yes, the Rolex GMT-Master II has already doubled in value, and is likely going to appreciate further due to Rolex carefully managing the supply of that model to the ravenous public, but only by 200%, 300%, 500%. Now, that’s not too bad at all, but the really crazy money is likely hiding somewhere in the far corner of the industry and we won’t know what it is until it’s too late to rush out, cash in hand, and “collect” it.

So what should we do in the meantime? I told my little friend, desperate to see a return on his money that he should be patient. He should wait to fall in love. He should truly get to know himself before he pulls the trigger. And then, when he’s good and ready, he should buy a Rolex anyway.

My First Rolex Watch - Green Submariner 16610 Kermit 116610 Hulk

Rolex has graduated from a watch brand into a seismic force to which the regular rules do not apply. While it is far (far) from guaranteed that any Rolex watch you buy will appreciate from the day you bought it, time is showing us that these models, both old and new, endure the fluctuations of the watch market very well indeed.

And, in fact, buying a pre-owned model might well be the very best thing you can do in the case of Rolex. Many of the new professional models are simply unattainable without waiting an inordinate amount of time – or without paying an exorbitant grey market mark-up to skip the queue. Older professional models are available for prices below those of a new model, and present the chance to pick-up a potential classic while also expanding your knowledge of the crown.

My First Rolex Watch - Rolex Submariner Black

Part of the joy of the watchmaking game is getting to know the tiny ticker on your wrist. Buying modern watches because they are in vogue is all well and good, but it can sometimes be a bit of a rushed exercise (thanks to all that competition). A far nicer, and (in my opinion) rewarding way to pursue this hobby is to consciously decouple oneself from the pursuit of luxury, or status, or the latest trend, and instead put stock in the long road. Read about old models. Pore over their nuances. Allow yourself to appreciate how certain models and certain designs can somehow, almost inexplicably to a modern mind, encapsulate an era so perfectly. These wordless time capsules are worth seeking, as they can, in a single glance, remind us of a simpler time when things didn’t move so fast.

My first Rolex was a Rolesor Datejust from 1985. I bought it pre-loved after finally managing to get over my thirst for Pepsi, and having hit the history books in search of inspiration. It cost me around $4,000 and it looked brand new but so satisfyingly anachronistic. Vintage is not for everyone, but before you dismiss it as an option, remember that whatever you like right now will be old someday soon. And it is only with the passing of time that we’re really able to understand what has managed to stand its test.

My First Rolex Watch - Rolex Datejust two-tone 16013



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