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I had a conversation with a career coach recently and he said when he had direct reports, he always asked one or more of the following questions:

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What is something you did you were proud of?

What is something that challenged you?

What are you most nervous/challenged by in the coming week?

How are you going to approach these challenges?

What can I do to help you overcome the challenges?

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Of course, the report should drive the agenda, but having these in your back pocket can help with one to ones that are overly tactical ("can you help me with this problem I was working on just before we started talking").



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