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Unless you know and can verify the service history of a watch of of warranty then I typically assign a reasonably good chance that the watch will need an overhaul.
Consider the cost/benefit of initially saving a few bucks (potentially many bucks) on going that route. An overhaul carried out by Omega on a speedy isn't cheap (it's about $1000 CAD in Canada) but your watch will come back looking brand new (assuming the case/bracelet hasn't been too cleaned up in past polishing jobs).
Now, is the potential cost of the watch needing an overhaul and any import taxes/duties worth the difference in price vs getting one new or almost new (and ideally with a bit of a discount)?
Then take that difference and amortize it over the life of you owning the watch. I think you'll find that once you own a Speedy it'll be hard to part ways with. That being the case, getting a slightly newer one (maybe even one on warranty still) I would argue is worth the difference in price.
It may be $1k-$2k more going that route but piece of mind on something you'll likely own for a long time when broken down as a "per year cost factor", to me at least wins the argument of getting one new or new-ish (either on warranty or has been recently serviced).
Just my 2 cents though (speaking both as an accountant and collector of watches for almost 20 years now).