Sorry I'm late to reply! This weekend I actually had a life which was both confusing and fun.
Yes, a chaser! So they definitely knew each other and he probably had mad respect for her being so good because she's Katie Fucking Bell. He also likes it when people approve of his career choice ^.^
I like the idea of flirting! I think Henry likes her because even though he's like, "Whoa girl calm down," if she flirted with him and showed her nice side, then he would have been like, "Oh okay she seems cool."