Deep questions are particularly good at creating intimacy because they ask people to describe their beliefs, values, feelings, and experiences in ways that can reveal something vulnerable. And vulnerability sparks emotional contagion, which makes us more aligned. Deep questions can be as light as “What would be your perfect day?” or as heavy as “What do you regret most?” Deep questions don’t always seem deep at first: “Tell me about your family” or “Why do you look so happy today?”
