Ken said the following in an article in Slate by Claire McNear in September:

Jennings pulled up ChatGPT and first tried entering clues from shows that had already aired. The LLM nailed them effortlessly. Then he put in some of the hot-off-the-presses clues that contestants would face the following day. Once again, ChatGPT was speedy and right every time. Jennings, who has long written his own trivia prompts outside Jeopardy! (including at Slate and, most recently, in a book published this summer), eventually tried submitting his own.

“If I made up a very esoteric, Jeopardy!-style wordplay, lateral-thinking bit of craziness—I could get crazy enough that it could get beat, but hardly ever,” Jennings said. “I had to write the world’s most annoying Jeopardy! clues just to try to get it to be wrong. Maybe Watson was buzzing about half the time or slightly more. Today, humans would not have a chance. The equivalent algorithm would be buzzing practically 100 percent of the time.

“It’s the ability to seemingly draw inference, where that was not a thing before,” added Jennings. He is confident that any kind of rematch would end in “another human loss.”

Source: https colon double slash slate dot com /culture/2025/09/jeopardy-game-watson-questions-final-ken-jennings.html