Ok, here's what I've got.
My pulpit is off. Got it off today.
I'm pissed off now, at Hatteras, the yard that installed the Windlass (probably NOT Hatteras, as I'll explain here in a minute) and whichever of the rat bastard previous owners of the boat who tried to band-aid the problem.
First, Hatteras.
The pulpit has the layers of plywood between the underside of it and the deck. Hatteras built up the plywood ON THE DECK, used REGULAR plywood, DID NOT seal it, and then, to top it all off, DROVE FREAKING SCREWS THROUGH THE STACK INTO THE CORE OF THE DECK WITHOUT SEALING THAT EITHER!
How do I KNOW Hatt did this? Because the screws are stll there, and they are Hatteras' SIGNATURE square-drive screws.
Hatt did, however, caulk liberally around the anchor roller assembly bolts - no water intruded through there. However, even if nobody had screwed up later, the core STILL would have eventually failed and so would have the wood, since they drilled the holes in the deck and into the core. Thanks guys.
The yard that installed the windless sealed NOTHING. Not the backing piece of plywood, not the deck penetrations, nothing. NO caulk was in evidence on those bolts. They hastened the damage.
Then, some bright bulb in the past decided to INJECT epoxy into the gap between the pulpit and deck, rather than pull it off and fix it when it started to rot out under there. THAT bonded the assembly partially to the deck, which made getting it out a LOT of fun. Fortunately, they didn't take it off and scuff-sand the deck FIRST, or I would have NEVER gotten it apart. The skin-out mat came off from the deck along with the pulpit in some places, but that's no big deal, since the repair will all be under the pulpit when I'm done, and its nothing that some cloth and epoxy won't fix.
The wood under the pulpit is wasted.
The windless is not in bad shape. I will be able to clean it up and be ok there. The steel is not in great shape, but not condemned either - so I'm all right in that regard. The gears and motor appear to be fine - so that's just some cleanup with a wire wheel, some cold galvanizing to prevent future corrosion, and a new topcoat of paint.
The core right under the pulpit is wasted.
The top of the deck under the pulit is coming off in the next couple of days, I will dig out the bad core, soak the entire mess in penetrating epoxy beyond what I can cut out, cut a new piece of marine ply and soak IT in epoxy, scuff sand the inside of the inner laminate so I get a good bond, lay it in there to replace the core, set it with epoxy filled with microballoons, and then put the cap back on, grind a nice "V" and lay a couple of layers of fiberglass cloth in the joint, then fair it all in.
The pulpit is going to get all the crap under it stripped, sanded down, the edges fixed up with marine-tex (since I dug it up getting it apart), new shoring installed, soaked in epoxy, the entire thing dry-fit with filled epoxy (with wax paper between deck and pulpit so it doesn't adhere), then pulled apart, a bead of 5200 run around the outside edge, and set back. Bolt-holes re-drilled, bolts re-inserted, new backing plates installed (with them faired in using MarineTex) snugged up and we're done.
That thing will NEVER leak water into the core again, nor will it ever deteriorate underneath.
This is how it should have been done the FIRST time.
Beware if you own a Hattie with a bolted-on pulpit, as it appears that the root cause of this nonsense was improper installation of that pulpit at the factory.
If they did it to my boat they probably did it to yours, and if you don't take care of it you can bet it will eventually destroy the deck core entirely. That will be an amazingly expensive repair, if its even economically feasable on your boat. Don't fall victim to this one - if you haven't pulled the pulpit yet, consider doing it NOW and taking care of it before you get a nasty surprise!