I'm not sure how him addressing her as a concerned private citizen undermines the validity of his argument? 

As for the 'personal shots', what title are you referring to? I must've missed it. But that being said, I don't think he doesn't care about poor people or whatever. In fact, pretty sure his law practice fights on behalf of people who are struggling to keep their houses from predatory banks. Additionally, being against 'healthcare as a right' doesn't mean you don't want healthcare for others who can't afford it. He just wants taxation and government to be the last option rather than the first. People have the ability to step up! Look at what happened with Planned Parenthood, Paris, homelessness here, etc.