I am actually doing the same thing because I know I have water in my rudder. I talked to a guy with an Olsen 40 who actually cut a 2 inch hole in his rudder and put a wet/dry vacuum on it. He drained nearly 3 gallons of water out his rudder. He left it alone for six months afterwards with the hole still in it and sealed it up in the spring with no problems.
By the way what is the class weight on the rudder? I am trying to dry mine out and cut some of the "fat" out of it.
HHSA
Velocity Girl