Jcarter is not wrong. Single O-ring and about 1-2hrs of time and it is fixed. I did a whole write up on how to replace the O-ring.

https://forum.moomba.com/showthread....ut-grease-zerk

Hardest part is the damn cotter pin. It's 316SS and does not want to bend.

I would replace the box when I also replaced the rudder. The shaft of my rudder showed slight wear but nothing to worry about. If yours has grooves or is worn and causing the leak, you should replace the whole assembly.

If you have time, pull it and then make a better informed decision.