Someone once said that everything tastes better with bacon. As a fallen vegetarian, I can attest to that. Equally, every question gets better when you add, “And what else?” Asking, “What’s the real challenge here for you?” Good. Adding, “And what else? What else is a real challenge here for you?” Even better.

There will be a small group of “What” and “How” questions that you will find yourself using in nearly every situation. Here are a few of them: What are we trying to accomplish? How is that worthwhile? What’s the core issue here? How does that affect things? What’s the biggest challenge you face? How does this fit into what the objective is?

questions that can be answered with a simple “yes” or a “no.” Instead, they start with a list of words people know as reporter’s questions: “who,” “what,” “when,” “where,” “why,” and “how.” Those words inspire your counterpart to think and then speak expansively. But let me cut the list even further: it’s best to start with “what,” “how,” and somet

Open with: What’s on your mind? The perfect way to start; the question is open but focused. Check in: Is there anything else on your mind? Give the person an option to share additional concerns. Then begin to focus: So what’s the real challenge here for you? Already the conversation will deepen. Your job now is to find what’s most useful to look at