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My report and I regularly give each other critical feedback and it isn’t taken personally. If your report does work that you don’t think is great, are you comfortable saying that directly? Similarly, would your report tell you if he thinks you’ve made a mistake?

My friend Mark Rabkin shared a tip with me that I love: strive for all your one-on-one meetings to feel a little awkward. Why? Because the most important and meaningful conversations have that characteristic. It isn’t easy to discuss mistakes, confront tensions, or talk about deep fears or secret hopes, but no strong relationship can be built on superficial pleasantries alone.