I've re-tapped and drilled the appropriate holes and used the new gudgeons (removing the old) per the instructions. After such a long time, I actually don't have to worry about plugging a few of the holes as the screw heads twisted off, leaving the screw shaft in the hole!
It looks like flat head screws should take care of the issue. It just seems strange that the casting should rub against the screw head or the back plate on the gudgeon. I've readjusted everything, and it doesn't seem to be a problem on one side, but is on the other. I am going to try swapping around the gudgeons to see if the problem migrates, although they all look exactly the same.
I appreciate your insight. I have loved the boat. And, despite the new hardware and paint, the hulls are getting soft. Her days may be numbered. However, three generations have sailed her hard on both coasts. Couldn't ask for any more.
_________________ The Manatee
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