OK, now I have Jeopardy set on my DVR.
YouTube has a video montage from a few years back when James appeared on the game show
The Chase on GSN. He was a standout on that show as well, often giving the correct answer before the hostess even finished the question. He led his team to win $175,000, with the hostess mentioning she had never seen anyone do so well on the show.
After watching clips of James on both shows, I don't really get the impression that he's cocky at all. He actually seems soft spoken and unassuming.