the top gudgeon should be bolted through the skin of the hull and the nuts should be accessible from the lazerette. the bottom pair of gudgeons should be bolted clear through the deadwood which is supposed to be solid.
have removed my W28 rudder twice so far. the first time we just undid the gudgeon bolts and pulled off the whole assembly, gudgeons and all, less the tiller. i had 2 helpers on that occasion. i wasnt all that heavy.
the second time, i undid the double nuts on the pintles and lifted it clear with one helper. later i tossed it on the car's roof racks singlehanded, but that was a struggle.
put a heavy block under the rudder and then use a couple of wedges to lift it clear of whatever it is bearing on. then you can push it around to see where your slop is.
my plan for this week is to make new set of gudgeons per bud's manual.