Thanks for your comments, and for all the great advice on the Hobie forums!
Took the boat out last weekend for the first time and I'm still feeling high about it.
Project went fairly well on the whole. I followed the process I described in my post, with the idea that at the very least if it did not correct the delamination at least it would give some structure to the front of the boat and make it less likely to break.
I did that right around the time that I made the original post. It was slightly cooler than the recommended temperature, so I feel like I may have had a little less than the desired expansion, but I think it was still good. The whole thing was pretty delaminated both on the sides of the hull and the top of the hull, and while there's some delam on the top of the hull, the sides are very sturdy, and the whole thing just "feels sound". One pontoon filled all the way back to the hole I cut between the two pylons near the front, and I had to stop it from oozing out from the hole with a book placed over the pour in opening; this seems to have rendered that waterproof, and I would think that would give some structural strength to the whole area of that pylon as it evens out pressures. The other pontoon didn't expand as much so while it did cover much of the structure inside the pylon but I ended up having to cover the whole with a fiberglass patch.
By the time all that was done it was really too cool to swim where I live in Arkansas, and so I had to cover the boat and wait till this summer. I was a little bummed out about all of it because so many of the comments about delamination were so dire, and it still had a bit of flex to it, so I wasn't so sure it would ever sail.
So I took it out on Sunday, struggled a bit, but got the mast stepped, put the sail up (everything but the hull is in great shape).
It sailed like a beauty!!!!! It jetted through the water even in light wind, it held two full size adults without looking too deep in the water, it wasn't unstable at all compared to some similar sized mono hulled boats I've used. With the mast being so tall and heavy and the sail relatively large for a boat of that weight, I pictured it being a little topheavy, but I felt like I could move whereever I wanted, even sitting on the front with my feet on the pontoon or in the water. Also when I took it out of the water although I only filled the front with foam, when I took the rear plugs out after the sail, no water came out (always a good sign). The wind was only about 10-12mph and my ropes were a little tangled and disorganized being the first sail, so I didn't get it up too fast, but it felt great! I can see why people seem so obsessive about these boats.
Also it felt sturdy. I know lots of people on these forums are pretty hardcore, so anything short of a perfect structural integrity could be dangerous, but I only go out on nice days and I'll often ease off the wind so I can enjoy the wine without all the heeling over. I don't go on the ocean, although I think I could do the Gulf of Mexico on a calm day if I wanted.
I think the repair was a success.
In answer to Tom, I don't think that I drilled too deep, I think the epoxy inside the hull had worn so far down that it simply streamed through like coffee through a filter. By the time I realized this I had already used pretty much all the Git Rot and that stuff is pretty expensive, so I didn't really get to see if the git rot helped the delam. The polyIt for sure made the hull feel sturdy and solid though if it still is a bit flexy on top.
I have babies at home so I will probably not be out for another few weeks, but I'll write back if hull ever busts as has been dramatically fortold by some regarding delamination

I do need to work on stepping and taking down the mast, because putting up was tough for me, and taking it down was more like a semi-controlled fall. It was my first time on a Hobie though so the many many forum posts I read didn't give me the mental context I needed having never seen it myself. Will be reading like 12 dozen posts about this, thanks everyone on the Hobie Forums!!