I pressure washed the cockpit, which removed most of the paint. Looks like the PO may have tried to fix some leaking by coating the bottom with 4200? At least is is not 5200. It does budge with some muscle from a scraper.
I have to believe the lack of stringers and/or bonded seats have caused significant flexing that has caused prior leaks. This may explain the goop on the centerboard truck. I also found a lot of silicone which I am sure did very little to stop leaks. The way I see it, the only fix is to completely remove everything to the bare glass and add synthetic coring to provide some structure. Then also add some layers of glass to the centerboard trunk. Not a cheap or easy fix, but still doable. To your point, Green Lake, at least nothing is in my way.
I was actually kind of encouraged I was able to get down to seemingly viable fiberglass (scroll to the bottom of the picture). Still a lot of stripping to do before I can consider coring it, but I really only spent an hour or so with the pressure washer, no sanding or grinding yet. I think I would need to suspend the boat off of the trailer to get the hull in the proper shape for coring.
I read the thread on coring you suggested.