I'd ask how does he mentally prepare for an upcoming race knowing that there are some of the worlds best drivers in the field in the best cars.
How does knowing you can't run with the likes or Mercedes or Ferrari and will be relegated poor finishes effect you physiologically ...
You can also ask "coming into 2017 with cars that produce more down force and are harder to drive did Williams provide you with adequate seat time testing with mocked up down force levels on the 2014 car as Ferrari and Mercedes did.
Or
"Does having Massa, a driver of immense talent and age provide you with notes or act as a Mentor. Is the relationship between the two of you just team mates or friends. "
Or
"Where does Williams stand with poor performances and off track excursions. While there is a learning curve do they express that fact or is frustration growing in the garage and do you see a long term future with Williams or are other options open"
Back to you Crofty