Individual skill

difficult-conversation

Prepare for and script a hard conversation — conflict, bad news, a boundary, an apology. Use when asked to prepare for a difficult conversation, address a conflict, deliver bad news, confront a colleague, or have a hard talk with a manager/report/peer. Produces a prep brief — the real goal, the other side's likely view, an opening line, the key points, anticipated reactions with responses, and the outcome you want.

skills/difficult-conversation/SKILL.md

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Nov 10, 2026
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# Difficult Conversation Skill

The conversations we avoid are usually the ones that matter most — and we botch them by winging it or
over-rehearsing into a script that shatters on first contact. This skill preps the hard talk the way the
research says works: get clear on the *actual* goal, understand the other person's story, open without
triggering defensiveness, and plan for their reactions — so you go in calm and come out with the
relationship intact.

## Required Inputs

Ask for these only if they aren't already provided:

- **The situation** — what's happened, with whom, and the relationship (manager, report, peer, client).
- **What you want** — the real outcome (often a changed behaviour or a restored relationship, not "to be right").
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