My Morgan 35 also leaks around the rudder post but I am hoping to repack it next winter. The leaking comes and goes and I have been able to slow it down by tighting down the packing nut with an old and vey large pipe wrench that I cut the handle down to fit in that tight space. I am very leary about cranking it much more because it is 36 years old and below the water line. My Morgan is down in Long Beach, CA. Come down and check it out!
Noticed you did work on the centerboard. Have you or anyone else considered permanently fixing it in the down position? It sails better with the center board down but bangs back in forth when in the trough or at anchor.