Re: is it possible for water to enter through the bilge exit hole?
I have three guesses. First: Where are your blower inlet/outlet vents? I know mine are above my integrated swim platform. In the right condition with a fast stop and the associated wash, some water will splash in thru those.
Second: Life vests and swim suits draining. When I get done with a 3 hour wakeboarding session with friends, I have at least a gallon or two of water in the bilge. It comes from draining ski vests and swimming suits from all the ins-and-outs. So you may not have a leak at all.
Thrid: You may also have a gap between the upper half of your boat and your hull. Here's a 1 to 2 hour project I do every 5 years or so: Remove the rubber rub strip, tighten all the screws around the permiter of the boat (probably 80+ screws), and reinstall the rub strip. To anyone who has never done this, you will be stunned to find how many are several turns loose. Those screws do MUCH MORE than just hold the aluminum rub strip retainer on!! They hold your boat together!! Quite often over the course of years they can become loose enough to form a 1/8" gap under the aluminum strip where water can stream thru on occasion. Boats flex a TON, and therefore these screws do work loose. BOATS WITH TOWERS TEND TO HAVE THIS PROBLEM ESPECIALLY, because of the pulling forces that are subjected to the cap of the boat. On rare occasion I'll even find one stripped out. For those one or two that may bet stripped I just pull the screw, caulk the hole, and drill a new hole an inch to the side and reinstall it.
I've owned 4 fiberglass boats of all different brands and ages. 100% of them had MANY very loose screws around the perimeter. As yours is now 12 years old, I can absolutely GUARANTEE yours does too. You got any hard "bulges" in your black rubber strip? A bulge is a screw that has backed out about 6 full turns...
Either at the nose, or centered at the back of your boat, is a transition piece of aluminum with 2 screws. Take this off exposing the end of the rubber rub strip. Grab and pull while walking around the boat. The rubber comes out and exposes all the screws. To reinstall, putty knife/screwdriver and a strong grip will shove it back into place as you work your way around. Project is free, just takes a bit of time and muscle. You will also likely be rewarded with a better aligned windshield opening and a few less squeeks/rattles when you're done.
