Jon is not actually as much of an ignorant skeptic as the fandom likes to paint him. He is not completely clueless either.

He has knowledge of Leitner books and paranormal happenings, he’s simply not gulible the way I see it. He is just (coldly) considering all of the possibilities, and people are quick to write him off as an ignorant fool because of the mean tone of his voice. Putting that aside, I would say that he behaves quite logically, considering his situation.

The only time he’s pushing it is with the first spider oriented statement - it’s too personal, and so he wants to distance himself from it, because writing it off as normal would also mean his own experience was perfectly logical and nothing to be worried about.

People say he’s a stupid skeptic because they already know all those things to be real. Jon doesn’t. He is simply being reasonable. Even some of the statement givers admit that after their first encounter they tried to find a logical explanation for it, because you aren’t used to supernatural phenomena in your everyday life! By considering the most likely causes first Jon is doing the correct thing! He’s just mean about it!