There were a couple answers about Charlie and the Chocolate Factory during GOAT Jeopardy, which made me hopeful that they were going to offer the host job to the winner, as Wonka did.
There was a whole discussion about this on reddit. It would harm them significantly to hire Ken. Due to game show laws, anyone he's ever played trivia with would be ineligible for the show. Since he's big on the trivia circuit, that would be about 1/2 of their contestants.