Two questions I like to ask in job interviews:

1. What kind of person would not work out well in this role?

2. Think back to your previous job/career/life before this company. What's one thing you'd like this company to have or do that you had or did before?

I ask these because I want to know where pain points are for the team/company I am considering, but I can't just out and out say "what are your problems?" because nobody will answer honestly. I've learned some interesting things.