having-difficult-conversations

Generate conversation briefs, talk tracks, and objection handling plans for difficult manager discussions.

51|8|Updated Jan 22, 2026
One-click install
npx skills add https://github.com/liqiongyu/lenny_skills_plus --skill having-difficult-conversations-liqiongyu
Or copy as Structured Prompt for Agent
Please help me install this Agent Skill.
Skill: having-difficult-conversations
Source: https://github.com/liqiongyu/lenny_skills_plus/tree/main/skills/having-difficult-conversations
Command: npx skills add https://github.com/liqiongyu/lenny_skills_plus --skill having-difficult-conversations-liqiongyu

SYSTEM DOCUMENTATION & REQUIREMENTS

💡 This Skill includes scripts (resource) and references (resource) components.

What problem does it solve?

This Skill provides a structured framework and actionable templates to prepare for, conduct, and follow up on difficult conversations, ensuring clarity, respect, and dignity.

Core Features & Use Cases

  • Conversation Preparation: Generates a comprehensive pack including a brief, talk track, and objection handling plan.
  • Dignified Delivery: Offers guidance for sensitive topics like performance feedback, promotion denials, and terminations.
  • Use Case: As a manager, you need to deliver critical performance feedback to a direct report. Use this Skill to draft a clear talk track, anticipate their reactions, and plan a supportive follow-up.

Quick Start

Help me prepare a difficult performance conversation with my direct report, focusing on missed deadlines and their impact.

Frequently Asked Questions about having-difficult-conversations

High-intent search queries and answers about installing and using this skill.

FAQPage Schema
How do I prepare a talk track for a difficult performance feedback conversation?

To prepare for a difficult performance feedback conversation, you input structured context, examples, and desired outcomes. The Skill then generates a comprehensive pack containing a conversation brief, a clear talk track, and an objection handling plan.

What is the best way to deliver a promotion denial while maintaining team morale?

The best way to deliver a promotion denial is by using Radical Candor principles. This Skill generates a dignified delivery talk track and a follow-up plan to ensure clarity and respect while addressing the employee's reaction and future support options.

How does objection handling work for sensitive management conversations?

Objection handling for sensitive management conversations works by anticipating employee reactions during the intake phase. The Skill processes the context you provide to generate a specific plan addressing potential pushback, ensuring the manager stays on track.

Can I generate follow-up notes automatically after a termination discussion?

Yes, you can generate follow-up notes after a termination discussion. By requiring structured intake of context and support options beforehand, the Skill produces actionable artifacts that include comprehensive follow-up notes to document the outcome.

Do I need to provide specific employee examples before generating a conversation brief?

Yes, you need to provide specific employee examples before generating a conversation brief. The Skill requires structured intake of context, examples of missed deadlines or impacts, desired outcomes, and support options to produce actionable talk tracks.

What limitations exist when using Radical Candor templates for HR management scenarios?

A limitation is that Radical Candor templates require highly structured intake of context and desired outcomes. Without specific examples of behavior and impact, the generated conversation briefs and talk tracks may lack the necessary dignity for sensitive HR management scenarios.