Difficult Workplace Conversations

This is a structured framework for workplace conversations you'd rather avoid: performance discussions, peer conflicts, asking for a raise, or delivering critical feedback. It breaks the process into preparation, delivery, and followup phases, with specific guidance on managing your own emotions, using the SBI model (Situation-Behavior-Impact), and avoiding common mistakes like scripting every word or starting with "you always." The real value is in the preparation template and conversation scripts. It overlaps with general feedback skills but focuses specifically on the uncomfortable stuff where stakes are high and emotions run hot.

skills.sh installs: 185
GitHub stars: 33.2K
last updated: Aug 21, 2026

View on GitHub

Install

$ npx -y skills add davila7/claude-code-templates --skill difficult-workplace-conversations --agent claude-code

Installs into .claude/skills of the current project.

Files

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

Clarify the Issue
- What specifically happened? (Observable facts only)
- What is the impact? (On you, team, work)
- What do you need to change?
Check Your Emotions
- What am I feeling? Why?
- Am I calm enough to have this conversation?
- What might trigger me during this conversation?