I think the interaction is very interesting and engaging, lots of potential there.

But the only thing I learned is to look up answers to trivia questions on Google, and to drag chart bars to match the text above.

Overconfidence isn't the problem people have when obviously faced with questions they don't know the answer to (I've never milked a cow, and I don't intend to), and the inferences the protagonist was making from his trip were very suspicious and arbitrary, so that was disengaging in a tale about using proper logic.