Generic:
1. How's the driving divvied up?
2. How much luggage are you taking?
3. To which of the other characters do you feel the most resentment. Why? (Perhaps best answered in secret).
Andy:
1. How much does your sports career mean to you as opposed to your parents?
2. Does physical skill still seem as meaningful now you've seen the supernatural? Or even more so?
Chris:
[Added to Richard's question 2] OR a way to escape having to make the choice at all by never returning to either of your families?
Dani:
1. Are you looking forward to interacting with people who don't know your reputation, or do you view it with trepidation.
2. Does material wealth still seem as meaningful now you've seen the supernatural?
Jamie:
1. What vision of the vehicle's past have you seen? (Even if it's new, it has a past).
2. Which of the rest of the group do you really wish didn't (if they do) or did (if they don't) know about your ability?
Mike:
1. Are you enthusiastic about this trip, or just going along with it?
Nicky:
1. Has your previous adventure cemented or challenged your tendency to be a follower?
2. In what way has your best friend used your feelings unfairly?
Terry:
1. Has your previous adventure - and the growth of your own power - cemented or challenged your trust in the Sheperd?
2. Are you half- (or completely-) hoping to run into more supernatural trouble to test your faith against?
It might not have anything to do with the plot, but having an idea of where you're eventually going to end up could help drive the story. - admiralducksauce
Or spark a third installment.