Lots of good posts, uncivilized says it best..... I'm not a naval architect or builder
so the question I have is whether the cabin deck
is actually much of an "architectural" part of the rigging
. There must be something to that but the deck
top has to be reinforced and designed for that role - yes? A mast
can put huge loads at that point I would think. Seems like you would tune the rig without the wedges and then use the wedges to help fix the mast a bit to prevent excessive movement at the deck penetration, and to seal the hole. If the mast could work itself too much there you would have bloody hell to seal it. I wouldn't think you would drive in wedges there "against" the rigging
to "tune" the rig. But that may be just my ignorance on the subject.
If it were me the setup wouldn't keep me from buying
the boat by itself. But if I were concerned I would hire a rigger for an hour to give an expert opinion. Whether it was best practice or not it would be fixable in any case.