1) Leave It Open

Yes/no questions are boring, usually. If a question is somewhat open-ended, different people may respond in different ways, and those differences will tell us more about who they are and what they care about.

2) Keep It Simple

There’s always time for follow-up questions. Asking too many things at once is distracting and stressful for the person on the other side of the table.

3) Have Fun

There’s a time and place for direct, serious questions. And maybe you have one of those, which is great! But don’t be afraid to conjure a crazy hypothetical or ask something that might seem taboo at first blush. Weird questions lighten the mood and sometimes not being able to answer something is fun in its own right.

OK, ready to go?…