I finally made my way through this thread, and the viewpoints are more diverse than I expected. Really interesting reading. Personally, I don't mind buying an unserviced watch, since then I am aware of its need for servicing, and I can have it serviced by a specific watchmaker that I trust. If a stranger advertises a watch as serviced, it may or may not be true, and even if it was serviced, it may have been serviced by a hack.
For context, I currently own roughly 50 vintage wristwatches (not including parts watches and PWs that are mainly display pieces), and I am aware of the service history of all but three of them. That means that I have either had them serviced myself, or I have very convincing evidence from the previous owner, and all have been serviced within the past 8 years, most within 5 years. The three outliers are watches that I have not really committed to keeping, although in one case I have already kept it long enough that I should probably face the facts. It is just my personality to want to maintain mechanical things properly (maybe it's an occupational hazard as a scientist/engineer). I enjoy knowing that my watches are serviced, and it's worth the expense ... to me. But I would not judge anyone for feeling or doing differently. Since I rotate through my watches, each one doesn't really experience a lot of wear and tear, so one might argue that I have overly invested in servicing them. But that's my comfort zone.
I will add one more point here, which actually seems at odds with my comments above. The worst things that have ever happened to my watches have happened during a service. Minor things have occasionally been broken or lost. Sometimes these things just happen because old watches are delicate, e.g. some lume may fall out of old hands or be lost from a plot on a dial. On a few occasions, the watch seemed to be fully functional before a service, and a watchmaker had a great deal of trouble getting it back into that same functional state after a service. On a couple of occasions, the watch never really worked perfectly again, despite multiple attempts, and I ended up selling them as needing repair. I am currently dealing with a situation like that right now, where one watchmaker that I use is really struggling to get a particular chronograph function to work right, and he has had the watch for a year. I have no doubt that these watches are cleaner and better lubricated than before their service, but they are definitely less collectible. This is painful when it happens, but I try to roll with the punches.
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