Leadership Development ยท 3-Hour Course

Difficult Conversations in Leadership

A self-paced, evidence-based course that equips leaders with the skills, language, and confidence to navigate challenging conversations with professionalism and care.

8
Lessons
8
Videos and Articles
8
Practical Exercises
~3 hrs
Total Duration

Course Overview

Difficult conversations are an unavoidable part of leadership. Whether addressing underperformance, delivering unwelcome news, managing conflict, or navigating sensitive HR matters, the ability to communicate with clarity, empathy, and confidence is one of the most critical competencies a leader can develop.

Leadership effectiveness depends on the ability to communicate with clarity and care, even when the subject matter is uncomfortable. This course develops the mindset, language, and practical skills required to approach difficult conversations with confidence, empathy, and professional integrity.

Learning Highlights

Across eight lessons, you will develop skills and perspectives that transform the way you approach challenging leadership conversations.

Self-Awareness Before Conversation

Understand your own emotional triggers and assumptions so you can enter any conversation with clarity rather than reactivity.

Generative Questioning

Replace judgmental or closed questions with discovery-based questions that open dialogue, build trust, and invite collaboration.

Verbal Aikido and Empathy

Learn to move with resistance rather than against it, using empathetic language to de-escalate tension and create psychological safety.

Language That Leads

Identify words and phrases that escalate conflict and replace them with language that is direct, respectful, and professionally sound.

High-Stakes HR Conversations

Navigate performance management, probation, misconduct allegations, and termination conversations with legal awareness and human dignity.

A Practical Toolkit

Walk away with frameworks, scripts, and reflection exercises you can apply immediately in your leadership practice.

Learning Objectives

Upon successful completion of this course, you will be able to:

1

Recognise the emotional and psychological dynamics that make difficult conversations challenging for leaders.

2

Apply a structured framework for preparing and conducting difficult conversations with clarity and respect.

3

Use generative questioning and empathetic listening to de-escalate tension and build mutual understanding.

4

Demonstrate professional language choices that reduce defensiveness and promote productive dialogue.

5

Lead high-stakes conversations, including performance management, probation, misconduct, and termination, in a legally sound and ethically grounded manner.

6

Develop a personal action plan for applying these skills within your own leadership context.

How Each Lesson Is Structured

Each of the eight lessons follows a consistent four-part structure designed to build understanding, demonstrate application, develop practical skill, and consolidate learning through reflection.

Read

Each lesson opens with a focused reading that introduces the core concept, grounded in research and leadership practice.

Explore

You will engage with a curated video or practitioner article that illustrates the concept in a real-world leadership context.

Try It

A structured exercise invites you to apply the concept directly to your own leadership practice, using the language and tools introduced.

Reflect

Each lesson closes with a summary and a reflective prompt to consolidate your learning and connect it to your professional experience.

Recommended approach: Work through each lesson in sequence, as concepts build progressively from self-awareness and preparation through to advanced HR scenarios. Each lesson takes approximately 22 minutes. The full course can be completed in approximately three hours.

Course Contents

Foundation

(2 lessons)
1

Lesson 1

Know Yourself First

Preparing your mindset and emotional state before the conversation begins

22 min
2

Lesson 2

Lead with Curiosity and Empathy

Generative questions, Verbal Aikido, and the discipline of genuine inquiry

22 min

Core Skills

(3 lessons)
3

Lesson 3

Acknowledge, Then Advocate

The And Stance, language precision, and stating your position clearly

22 min
4

Lesson 4

The Courage to Be Honest

Radical candor, decisive communication, and the ethical obligation of leadership

22 min
5

Lesson 5

Open Well, Close Well

Designed alliances, the R-List, and purposeful follow-through

22 min

HR Scenarios

(3 lessons)
6

Lesson 6

Addressing Poor Performance

The performance gap conversation, objective feedback, and the PIP

22 min
7

Lesson 7

Formal Escalation and Sensitive Allegations

Probation, neutrality in investigations, and suspected impairment

22 min
8

Lesson 8

The Termination Conversation and Your Leadership Compass

Delivering final decisions with clarity, dignity, and integrated leadership practice

22 min