I am quite disappointed. I really wish he would have to convince the shadows to join his army on occasion. Something like "I can't free your body, but I cannot at least take your soul out of here" or "If you join me, I will have you fight against the system that put you here.".
It was kind of nice when he convinced the crimson knight to join. But he hasn't tried to do that once since then. Even when he summoned the human healer bro back he wasn't that courteous...