Difficult questions tend to be emotional because the asker is usually frustrated or anxious.
So it might be a good idea to give the other person some control over the discussion. For example, use "I understand you’re frustrated. Would it be helpful if I shared some information about that?"
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Similar ideas to Give out some control
If you want to criticize to help someone improve their performance, approach it from a place of how you would want the information communicated to you.
Stay factual to avoid an emotional confrontation and make sure you create the space for it to be a conversation (versus a directive)...
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