About to start the same project myself. Been procrastinating this project since we purchased 2 summers ago and obviously the boat needs to be hauled. We're hauling out next week for new bottom paint. Going to replace the cutlass bearing while we're at it. As far as I can tell nothing has been done to the stuffing box in a long time. The coupler is a pile of rust. Have been soaking it w/ PB Blaster all winter. Was able to remove all coupler bolts last weekend. Next is cutting the coupler to remove it from the shaft. Good rainy day project.
Jim
Jim