> Water will find it's way in. Water always goes where you least want it. (I
> know this because I spent yesterday fixing the toilet that was leaking
> water into the condo below mine instead of glassing the hull of my
> Guillemot.) I would drill an oversized hole, fill it with epoxy, and after
> it has hardened, drill the final hole for the screw.

You can also put the screw in, remove it, put epoxy in the screw hole, and put the screw back in. The epoxy should stick too well to the screw, just enough to hold it in place, It can still be removed after the epoxy cures. It seals the wood nicely this way.

Mike