Difficult questions

What would be a good question to ask? How do I evaluate a potential question, in real time during a conversation, to decide if it’s good? What can I do to make this guest enjoy this conversation? In the same vein: What should I do? And what, if anything, must I do? What does this person really want to talk about? What don’t they want to talk about? And if I figured that out, is the right thing to, to honor their desire to avoid it, or to help them face it? Can I help them more by letting them find their own energy level, or by trying to help them change their energy level? Would calming down enable them to communicate more effectively? Would riling them up help them work through their feelings? Should we explore how they are feeling, or how this event we’re discussing made them feel? Should I be more open, and share more with them? Or would my consuming our time doing that, block them from doing what they need to do, or from saying what they need to say? Should we be having more fun? Should we be more serious? Should we instead do the opposite, (make light of a serious subject, or vice versa,) of that society would normally expect? Should I ask them a deep question? Should I ask a question on the same line-of-thought and take us even deeper? Deeper a third time? Or should I pivot to indicate that I want to follow them, not drive them into a corner?

What’s that? …oh, you thought I was going to be talking about the actual questions one might ask another person. Yeah no that’s another question altogether. :)