I doubt they are skewing the questions. That kind of defeats the point. I suspect Jeopardy is constantly adding to a pool of questions. My hope is that they simply grab from that pool just like any other episode.

Note, the hardest questions for Watson are short questions -- the reduced time hurts Watson more than most human competitors.

Also, smaller questions provide, much lesser context for Watson to work with.

The writers had no knowledge of which clues would be used for the Watson episodes; they only mention that they don't use audio or video clues. I certainly haven't done any analysis of it, but I didn't feel like they were any less common in the preview round than normal. Between all the games I'm sure we'd see more "linguistically tricky" clues. I'm hoping for some good "before and after" questions.