Re: Shaft Through-hull Leak
What you are referring to (I think) is called the Shaft Log, and it is a tube that is fiberglassed into the hull for the prop shaft to pass through. If the log itself is truly leaking, and it is not the seal, or stuffing box connection that is leaking, then I would say a proper repair is needed. I am not sure bodging some 5200 all over it constitutes a proper repair, even though it seems like the easiest thing. Often the "easy" fix is exactly the opposite. If the "glue" doesn't solve the problem, then you have to clean all of that stuff away before you can repair it properly.
If the log is leaking then you likely have a crack in the fiberglass, or perhaps a misaligned shaft has worn through it? Either way, I think it warrants closer investigation, and likely grinding back the glass and putting more layers on.
Do you have any pics of the problem area?
1979 Santana 30 Tall Rig