I replaced the propeller shaft on my old H37C. You definitely need to remove the rudder to get the shaft out. The usual way to do it yourself is to dig a hole beneath the rudder, remove the quadrant, etc. and lower the rudder into the hole until the rudder shaft clears the hull. Of course this can also be done by lifting the boat with a Travelift. With the rudder out, you can deal with the propeller shaft, strut, alignment, etc. The bronze strut can be gently 'levered' to get the shaft aligned. It should be centered in the stern tube when the transmission flange is made up and should not bind in the cutless bearing. The Mainesail article is a very good reference.