I finally was able to figure out how water was making its way into my art bilge area.
What appears to happen is that when back flushing the kicker motor so much water is being pushed through the engine that much water exits at the rear of the engine and as it is fully raised up much of the water coming out from this rear area gets into the 3" corrugated conduit and finally makes its way to inside the boat and drenches the cross stringer that the ski tow bar's base plate is attached to with most of presumably going into the aft-most bilge and from there when the water level reached the seep hole flows into aft bilge where the bilge pump is.