It worked by scraping the top 1000 Bing results and then scraping several levels deep from each of the results to generate a "map" of knowledge. This in turn could be used to ask the user questions, generated fill-in-the-blanks, matchups & whatever else you could think up.
It worked after the five-day hackathon, which was truly surprising, but unfortunately, it used too much computing power so we never released it to the world.