I really think this is how Stallman thinks. As far as I know, he's never mentioned the words "deontic logic" in writing, but I get the impression he believes he's attempting to give a formal logical argument for morally obligatory behavior.
Aside from the hassle involved with using only free software, I think one of the things holding him back is that he's much better at math/comp sci/logic than he is at social skills, and he's not especially suited to being the leader of a popular movement.
I don't think he needs to hand over - if someone else was doing a better job of the advocacy of Free Software then perhaps he could choose to 'retire', but until then he is the best there is.
Aside from the hassle involved with using only free software, I think one of the things holding him back is that he's much better at math/comp sci/logic than he is at social skills, and he's not especially suited to being the leader of a popular movement.