How to have Difficult Conversations as a Mentor

By Aaron Sherman

Difficult Conversation Framework: Context – Approach – End Goal

A reality of working with people is the periodic need for difficult conversations. Using storyboards allows the author to more easily predict how the other person will respond due to the conversational nature of the storyboard format. More time spent planning increases the chance of a successful resolution. Storyboards are also helpful when mentoring someone: walking them through a difficult conversation to help them see both sides of a situation.


Difficult Conversation Framework: Context – Approach – End Goal


Pro Tip: Sharing your storyboard with a third party often helps tone down the approach from confrontational to collaborative.

Framework Templates


Create a Conversation Guide*

Context Approach End Goal

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Context Approach End Goal Long

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Storyboard Examples


Create a Conversation Guide*

Poor Attendance Conversation

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Addressing Poor Software Quality

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