i just took my rudder assembly apart today to change the flax stuffing in the stuffing box on my 1985 Hunter 37c. Had to remove the steering radial drive wheel (the circle for the steering cables) because the stuffing box was only one inch below the wheel. I then inspected the short piece of rubber hose that attaches to the fiberglass tube. and the stuffing box. I will take some pictures of the disassembled area tomorrow to see if it helps. I also am trying to find the brand of the stuffing box, it has four screws that go through the top of stuffing box, threads are on the bottom portion. the two pieces of the stuffing box were flat against each other with no gap, the stuffing was square and seemed intact, maybe I need to add another short ring of packing to push it up into the top where the rudder post exits, to form a better seal. It also seems cracked at the bottom of the fiberglass tube where it meets the hull, maybe my water was coming in here? Im on the hard for another 6 weeks, wish I had inspected while underway, seemed to take on water only when motoring or sailing.....
Paul