It ' s done this way iirc You grant them a viceroy kingdom . This is a higher tier title than the holy order that is a duchy title . When the ruler dies the money goes to the person who inherits the highest level . which should be you . i don ' t remember if it was working for me . in my case , he had another duchy title and his son inherited the money instead of the new grandmaster . i then removed slowy all his titles got him to my court and banned him . a more analytic view on this subject was done here before yes it was quite immersive for me . both rulers were cruel and mad , the holy order was part of the realm and part of the family . so they were envious and tried to get all these shiny money . <| sep |> I always thought the exaggerated titles were intentional as a way to poke fun at modern media . It makes no difference to me since I watch his show anyway . shrug