>I enjoyed reading that feels in the same realm [annoying boxes]

I had to reread that a few times to figure out what he was saying. All that comes down to is the fact that in his presentation technically there's nothing linking the propositional value of the box labels to the box contents. In most puzzles this linkage specified "outside the puzzle world" but in this case it's specified "inside the puzzle world" and so nothing can be deduced from it. But any sane person would assume the two align (especially in the setting of a puzzle), and so there's the gotcha.

Seems very different from the kind of "trick" questions in interview which are closer to one-way questions where the problem is trivial with some key insight but quite hard otherwise.