@Qlepto my issue is not that he is challenging the MC but that the ways he is doing it are stupid, and he comes off as an arrogant idiot
I understand he does not want a literal word count, but that is actually worse. In this scene, he is belittling her for not being able to produce a word count of what he has said- which honestly very few people could- and then the answer he expects to be correct is factually wrong if she truly was able to keep a word count in her head.
My issue is not that he is challenging the MC, but that the way he is doing it is stupid. I'm not thrilled by their wordplay lime in Much Ado About Nothing, I'm not impressed by the intrigue like in the Musketeers trilogy by Dumas- and even if we say, hey this is a webtoon, let's not hold it up against the classics, which is fair- this is not the careful planning of The Villainess Reverses the Hourglass and doesn't have the characterization or humor of Beware the Villainess. This is not the layers and layers of "To be you. Only for a day". This webtoon wants to make these two into Sherlock and Moriarty, but like someone already said, they don't have the writing skills to do it.
Honestly, if you liked it, that's fine, you're entitled to. I'm also entitled to finding the ML's dialogue as stupid and arrogant. If I don't see any greater depth or better intrigue, I will drop this.