I drilled my drain hole once, fill it in the spring with a little dap of black Mono Ultra caulking. In the fall I can poke/pick it out in a couple seconds.
Mono isn't silicone so no issues with paint
or glue down the road from residue.
Might not be the answer if the boat
is in the water year round, lasts fine for the 6 month Ontario
I get a couple oz. clear water dribbling out in the fall. No idea where it comes from, always done it. Rudder was epoxy sealed primed and painted 2 summers ago, still had the same amount.
Transom hung rudder.
Only reason I use black caulking is black bottom paint
. I know nobody sees it on the bottom of the rudder.....would bug me anyway!