Re: caulking hull planks on a Wooden Boat
the caulking needs to be done while the boat is dry....hauled out....
hammer in the oakem, and as the wood swells with water, things tighten up nicely...
putting other things in or on the oakem, except for red lead is asking for trouble as most will prevent anything from sticking to the planking.
If the planking is oily, you may need to "prime" the joint with and oil based paint,
best of luck.