Thoughts on this Railmaster before I make an offer?

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If you were willing to pay $2250 for it, then you should have just bid on it. Of course, that's just a starting bid and he/she might have a 3K reserve on it, who knows? Odds are, if that's what it's worth, then that's what the reserve was set at, or higher, to cover all of those annoying eBay fees.
 
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Also asking to open a caseback on a newish watch, if you do purchase it, I wouldn't take it under water until you have it pressure tested to ensure it's still waterproof.