Looking at a picture I see you have S2 9.5, if I am not mistaken? I really liked their design back in the day (still do), "well carpeted boat" reputation notwithstanding. But every single one of them I looked at had significant core problems in the deck. What this is attributed to I do not know.
In any case, I can tell you that I saw quite a few where exactly this type of repair was attempted - drill, dry, seal. It clearly failed every time, leaving an ugly deck that is still all rotten and wet.
I am not sure what to suggest, but I'd say that the drill-and-dry way isnt going to do much for you. There is now rotten wet paste in between two layers of fiberglass. When I had to repair a small area on my old Beneteau (which did not even register too wet on the moisture meter), I opened it up completely from inside. As I did, water started leaking out. What I found inside was the consistency of tuna from a can - whitish soft chunks, and lots of water. There is no way to repair that, dry that or bring that to any decent condition. In my case I had to fully scrape that stuff off until I got to outside layer of glass (which was pretty thin), replace with new core (I went with marine plywood, thoroughly epoxied, which was ok for that situation but I wouldn't do that for a deck), and then reglassed from inside. It was a hell of a job, though a good learning experience for me
Anyway, YMMV, I am not a pro.