I think if the author plans to keep even a sliver of realism here Jae-Gu should lose, if for no other reason than experience. Besides, even if he somehow won he has no chance against Queen.
Not sure where the author is going with this. I thought his big fight would be against red-head. Granted hes not supposed to be very good, but I figured it would serve as a stepping stone to teach Jae-Gu the right mindset and whatnot. Instead his first fight is against arguably the best fighter in the qualifiers.
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