As tartuffe was saying, I personaly over drilled all my holes thru the transom a 1/2 an inch bigger than the needed hole. I then hot coated the raw transom ply with thinned resin....then i filled the entire hole back in with thickend peanut butter consistency resin and added some milled fibers for some integrity. after all that kicked off I drilled the holes to the appropiate size . what this does is creates a ring of resin 1/4 inch thick around your hole. I even went as far as roughing the hole with 80 grit and brushing and dabbing 2 coats of gelcoat and on top of that and glued my brass drain tubes in!!! my drain holes are bullet proof. your boats gonna be sweet, good luck with your build.
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