Structured approach to workplace conflicts, performance discussions, and challenging feedback using preparation-delivery-followup framework. Use when preparing for tough conversations, addressing conflicts, giving critical feedback, or navigating sensitive workplace discussions.
View on GitHubsoftaworks/agent-toolkit
naming-analyzer
January 22, 2026
Select agents to install to:
npx add-skill https://github.com/softaworks/agent-toolkit/blob/main/skills/difficult-workplace-conversations/SKILL.md -a claude-code --skill difficult-workplace-conversationsInstallation paths:
.claude/skills/difficult-workplace-conversations/# Difficult Conversations Skill A structured framework for approaching challenging workplace conversations including conflicts, performance issues, sensitive feedback, and emotionally charged discussions. ## When to Use This Skill - Preparing for a challenging conversation with a colleague - Addressing performance issues with a team member - Delivering difficult feedback to a peer or manager - Navigating conflict between team members - Discussing sensitive topics (salary, promotion, termination) - Handling emotional or defensive reactions - Following up after difficult discussions ## Core Framework: Preparation-Delivery-Followup Difficult conversations succeed or fail based on three phases: ### Phase 1: Preparation (Before) **Purpose:** Set yourself up for a productive conversation 1. **Clarify the Issue** - What specifically happened? (Observable facts only) - What is the impact? (On you, team, work) - What do you need to change? 2. **Check Your Emotions** - What am I feeling? Why? - Am I calm enough to have this conversation? - What might trigger me during this conversation? 3. **Consider Their Perspective** - How might they see this situation? - What constraints or pressures might they have? - What do they care about that I can acknowledge? 4. **Define Your Goal** - What outcome do I want? - What is the minimum acceptable result? - What am I willing to compromise on? ### Phase 2: Delivery (During) **Purpose:** Have the conversation effectively 1. **Open Neutrally** - Start with facts, not judgments - Express intent to understand, not accuse - Create psychological safety 2. **Share Your Perspective** - Describe behavior, not character - Focus on impact, not intention - Use "I" statements, not "you always" 3. **Listen Actively** - Ask clarifying questions - Acknowledge their viewpoint - Look for shared interests 4. **Seek Resolution** - Propose specific actions - Agree on next ste