He seemed annoyed off screen, but not that much. He goes up and praises her for her high score, which is obviously a ruse, but I didn't notice him that angry about it, at least in this first episode anyway.
On another note the animation team in this episode re-used stock animation of Cacturne from his debut episode in "A Cacturne for the Worse". Lazy, it was even the same appeal with Cacturne shooting bullet seed on the floor.
Jeez, it really is such a shame that the first episode of the Grand Festival had such crappy animation. Harley looked horribly off model in most of his scenes, it looked like this particular animation team wasn't sure how to draw him.