My dad's a teacher too and boy does he love to lecture. About anything - digital signal processing, the price of gas, whatever - and that mode of communication is useful in its own context, but not so much when a team of people are trying to get something done together.
If it makes you feel better, I fell for the trap too. I asked Kevin for a demo of the question in action so I could see what it was like to be on the receiving end before I used it on candidates myself. I was the guy he referenced in the blog post that compared poker to backgammon and I was in the middle of explaining how Texas Hold Em taught me essential skills of entrepreneurship when he asked me how many board pieces were in a typical backgammon setup. I lost a good 20-30 seconds there trying to remember, until I laughed out loud and called him out on trying to randomize me :)