2020/21 Commemorative Watch - Seamaster, Speedmaster, Railmaster or Perpetual Oyster?

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The last year and a half have brought huge changes in my life. I moved from Chicago to Vancouver, left my practice as an attorney and after a great deal of time and sacrifice, finally became a barrister & solicitor in Canada. All the while working under the limitations and complications of the pandemic.

To commemorate the occasion I'm naturally wasting money on another watch I don't need. I mean of course I need another watch, doesn't everyone?

My collection consists of three classic Seamasters: (1) the recent 210.32.42.20.03.001 in vibrant blue with a rubber strap, an absolutely beautiful watch, but a touch large for my wrist; (2) the 2nd generation (depending on what you consider the first generation) Bond 2531.80.00, which is a timeless collector's piece but I find looks dull at certain times; (3) the wholly underrated 2264.50.00 "Ray Donovan", probably my favourite, the dial is so cool and its thin and light and dressy and I never thought I would love a quartz but I do.

My contenders are as follows:

(1) Obvious reasons - Vancouver, the red and white is totally different, thinking a 36 mm for a change. I know some people absolutely hate this watch, and I vacillate from adoring it to meh-ing it. Is it a sleeper Omega like the "Ray Donovan" or just lazy hack work to acknowledge the 2010 Olympics?


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2. Abandon the Seamasters and go with an unusual, though oversized Speedmaster Broad Arrow, reminds me of an Explorer II but less than half the price.

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3. A classic and generally underrated Railmaster.

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4. Screw Omega, jump up in price and invest in a no date, no frills, Rolex Perpetual Oyster. Honestly I've never seen myself as a Rolex guy.

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Out of all those, the Vancouver looks by far the best (and it connects to your story)
 
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I get the Vancouver connection and like the white/red but the no date Rolex OP has the edge for me. A major change in your country of residence warrants a major shift in brands. It's time to move on and diversify.
 
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IMHO, you have divers covered, Speedy or non-tool…..non-tool for me…..Rolex or Railmaster, of the two shown I would have the railmaster.
But that is just me, what grabs you? Usual advice here, go and try them on and see what does it.
 
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I agree with some of the earlier posts re divers watches as you have a couple already. If you want something dressy, go for the Rolex OP. If you want more of a tool watch look, go the Railmaster. Or, just to muddy the waters a bit, how about a dressy tool watch... the Speedmaster "First Omega in Space"?
 
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I agree with some of the earlier posts re divers watches as you have a couple already. If you want something dressy, go for the Rolex OP. If you want more of a tool watch look, go the Railmaster. Or, just to muddy the waters a bit, how about a dressy tool watch... the Speedmaster "First Omega in Space"?
This!! Absolutely stunning watch
 
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Frankly, of the 4 watches you list, I would pick an Oyster Perpetual. It can be casual or dressy, which seems appropriate for a lawyer. I’d steer clear of the new releases (they are way overpriced) and look for one 3-5 years old in the secondary market. Those are still more expensive than they should be at the moment, but I think if you look, you can find a good deal. I would avoid online resellers, but look at local shops that deal in vintage Rolexes - I find these offer the best prices.
 
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I love the previous generation Railmaster.

They’re a few years old now, but 39mm and particularly the 36mm are really nice, well-proportioned watches.
 
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Having just dumped my last 2 Rolexes I second an Aqua Terra. If you feel the need to hop on the Rolex train you might consider a 214270 Explorer, but they are so overpriced for what you get...I recently sold mine because despite being a 2014 that had just had a maintenance checkup at the AD barely 2 years ago, it recently completely crapped out (randomly stopped working) and required a full $1000 CAD service. So I dumped it as-is and bought a PO 215.92.44.21.99.00 to go with my 2531.80 and Speedy Reduced.
 
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Thanks for all the responses. I'm still mulling my decision. The Vancouver Olympics Omega Seamaster that I wanted is no longer available, I really wanted a new/unused model because the aluminum bezel scratches like it is it's job. For a while I was leaning towards this blue Speedmaster:

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But then I started thinking about a vintage Omega Seamaster, the price is quite a bit lower and I'm quite partial to the gold case with gold numbers and gold/champagne/silver dial.

Right now this is something I am strongly considering. The dial has been refinished and the watch polished, and it is unclear if the red seconds hand is original. Some may call this a Frankenwatch but it is from 1961 so I'm totally comfortable with modifications.

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I agree with some of the earlier posts re divers watches as you have a couple already. If you want something dressy, go for the Rolex OP. If you want more of a tool watch look, go the Railmaster. Or, just to muddy the waters a bit, how about a dressy tool watch... the Speedmaster "First Omega in Space"?

Clever and classic idea. I really like the Speedmasters with the black dial, but right now I'm leaning towards more color. But suggestion noted.
 
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Frankly, of the 4 watches you list, I would pick an Oyster Perpetual. It can be casual or dressy, which seems appropriate for a lawyer. I’d steer clear of the new releases (they are way overpriced) and look for one 3-5 years old in the secondary market. Those are still more expensive than they should be at the moment, but I think if you look, you can find a good deal. I would avoid online resellers, but look at local shops that deal in vintage Rolexes - I find these offer the best prices.

Thank you DC. After thinking about it, I decided against a Rolex. I'm not a Rolex guy. I'm an Omega guy. Rolexes beautiful watches. But I think I would be buying an "entry level" Rolex just to have a Rolex, but not the Rolex I would really want, which would be the Milgauss.

This is part of the joy of buying a watch. I get to think about different models and brands and enjoy that process before committing.
 
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You should be able to find a nice 1961 that is all original fairly easily if that is preferable. I have 3 from my birth year.
 
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You should be able to find a nice 1961 that is all original fairly easily if that is preferable. I have 3 from my birth year.

You are right. I contacted the seller and the red second dial is after market.