We too often think that deep conversations have to be painful or vulnerable conversations. I try to compensate for that by asking questions about the positive sides of life: “Tell me about a time you adapted to change.” “What’s working really well in your life?” “What are you most self-confident about?” “Which of your five senses is strongest?”

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TIP ONE: ASK DEEP QUESTIONS

A deep question asks someone about their values, beliefs or experiences. Rather than asking someone about the facts of their life (“Where do you live?”) it asks how they feel about their life. (“What’s the best part of where you live?”) Studies show that people love answering deep questions, because it gives us a chance... See more

So why don’t people talk more? Epley continued his research and came up with an answer to the mystery: We don’t start conversations because we’re bad at predicting how much we’ll enjoy them. We underestimate how much others want to talk; we underestimate how much we will learn; we underestimate how quickly other people will want to go deep and get

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