I'm thinking Richard is going to be killing anyone who would pose a threat to Tommy next week. This would include anyone in Rosetti's crew (actual threat) running around AND Jillian (just 'cause he can). He's already proven to be a gifted assassin with an ironclad conscience, and I get the impression that he feels it is now high-time for a house-cleaning at many different levels.
Jillian really is a moron to antagonize Richard like that. Does she not understand what he's capable of, or is she just simply lost in denial of the reality of her own decrepit world that she can't see what's going on around her any more?