The boat is an old Hallberg-Rassy 35. After looking around her, I am absolutely certain either rudder would have to be dropped or engine come out

Can't even pull the
propeller with rudder in a way, as the apperture is not big enough.
The cutless bearing has to be replaced, there is quite a bit of play in a shaft, and previous owner used some sort of "sealant" on it - so I am sure it is at its last throws.
I can figure out how to take out the main rudder stock, but the lower bearings for the rudder are a mistery - no idea how they can be taken apart (rudder stock does not go all the way through, lower bearings are separate). Sure hope the yard can figure this out.
While at that, the boat has old (12 years) Duramax dripless
shaft seal. What are those things built of? Should I have it replaced after that long? If so - what are my options?