In Chairman Yon's eyes, Asirante was fighting on an equal footing with Smith's party. His solo fight with them was really impressive, but he was fighting five people!
So, Chairman Yon thought that Asirante, or Juyoung Hong, was destined to lose, given that he was equally as strong as them.
It was the basic common sense: he would be exhausted faster than them in a lop-sided five-to-one fight.
"After all, is this the fight that will define Asirante as a dragon, or a semi-dragon, an Imoogi, who failed to overcome the final trial before becoming a dragon? Right?" Chairman Yon defined their fight like that one out of myth.
Of course, he judged that the fight would not end up being a five-to-one battle. Juyoung's father, Chairman Hong, would not wait without doing anything if his son would be killed by Smith's party.