Transom question

[The Pirate]

Under the swim platform there are two support posts running to the transom. Seems that at the factory, someone drilled hole for the screw, then re-drilled a 2nd one, right next to it. Resulting in two holes and the screw was now loose.
As a fix, i used marine-tex, fill the holes, let it set up overnight, drill fresh hole and re-set screw with 3m over/under waterline marine sealant.
Concern is all the water that washed in there over time. Boat was and is now on a trailer, but when used, attaching point was below waterline, and when drilling new hole, wood that came out seemed "pulpy".
Should I be concerned about wood in the transom rotting? Also, when boat is head on, anchored but in a high traffic area, a lot of the stress on the platform is in the upward direction, not downward from sitting on it. Guess I'll find out how good my fix is, and how strong the underlying wood is, if the screw pulls out next time she goes bow up, and stern down and the water pushes up against it.
Thanks.

[mmwjr]

Since you said the wood is already pulpy there is already some rot. Have you tapped around the transom with a dead blow hammer listening for voids? You may need to open up the area where the screws are and fill with epoxy resin then drill new holes into the epoxy.