How badly do you want it??!!
As others have noted in several other treads over the last few weeks, if the item is rare enough and you want it badly enough, then pay the man!!!
But outside of those situations, it seems like offering market price is going to be the logical choice. I suppose if you're dealing with a prickly dealer, then maybe you have to consider whether to just walk away rather than offer anything if the asking price is so far disconnected from market that you're likely to get heaps of abuse by making your offer.
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Trying to wrap up my master mays set, with just a few left:
1968 American Oil left side
1971 Bazooka numbered complete panel
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