Mastering Dialogue When the Stakes Are High
Leadership, Communication & Influence

Join our individual enrolment sessions and gain the opportunity to learn and grow alongside participants from diverse organizations, countries, and backgrounds. Open to everyone!
Rate
From CA$1,184 to CA$1,434 + taxes
✅No hidden fees!
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Format
Option 1: 2 sessions/week (weekdays, 2 weeks)
Option 2: 2 sessions (1 weekend)
Before You Scroll
When conversations really matter, do you notice these patterns?
Do you hesitate to speak up because the risk feels too high?
Do important issues remain unspoken - until they explode or quietly erode trust?
Do emotions rise so quickly that clarity disappears?
Under pressure, do you alternate between staying silent and coming on too strong?
Do you feel forced to choose between being honest and protecting the relationship?
If even one of these resonates, the issue isn’t confidence or intelligence. It’s the absence of a clear, reliable structure for high-stakes dialogue. This course gives you a practical roadmap to stay grounded, speak honestly, and create safety - even when emotions run strong and outcomes matter most.
Because one conversation, handled differently, can change everything.
TL;DR (Too Long; Didn't Read)
High-Stakes Conversations is an immersive, highly practical online course designed to help professionals navigate crucial conversations with confidence and composure. Delivered over two weeks, the program blends behavioral science, negotiation, emotional intelligence, and proven dialogue frameworks to help participants stay grounded under pressure, restore safety, and move conversations toward meaningful action. Through simulations, real-play exercises, and structured tools, participants gain skills they can apply immediately - at work and in life.
Course Overview
Every career, relationship, and organization rises - or falls - on the conversations most people avoid.
This course focuses on high-stakes conversations: moments where opinions differ, emotions escalate, and the consequences are real. You’ll learn how to move from a “message delivery” stance to a learning stance, allowing you to speak the unspeakable without damaging trust or credibility.
Grounded in research, neuroscience, and real-world application, this course helps you transform fear-laden conversations into productive dialogue that drives results, clarity, and stronger relationships.
💡 Speak with courage. Listen with intention. Lead with clarity.
Why This Course?
🚀 Unlock Leadership Impact – Research shows that leaders who master crucial conversations outperform peers and respond faster to change.
🤝 Restore Psychological Safety – Learn how to make it safe to talk about almost anything - without walking on eggshells.
🧠 Reduce Stress & Reactivity – Practical tools lower emotional escalation and prevent silence or aggression.
🏆 Strengthen Credibility & Influence – Say what needs to be said while preserving respect, trust, and authority.
This course goes beyond theory - it equips you with repeatable, real-world conversation skills.
What You'll Learn in this Course
✔️ How to recognize when a conversation becomes high-stakes
✔️ How to restore safety when emotions escalate
✔️ How to speak honestly without triggering defensiveness
✔️ How to shift from positions to shared understanding
✔️ How to move conversations from tension to action
Course Details
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EXPAND/COLLAPSE
Learning Objectives

🎯 Identify physical and emotional signals that dialogue is breaking down
🎯 De-escalate conflict by restoring safety and mutual purpose
🎯 Reframe difficult conversations into learning conversations
🎯 Practice empathetic listening that builds trust and commitment
🎯 Lead conversations toward clarity, alignment, and action
Course Structure (Modules/Lessons)
🟢 Week 1 – Foundations of Dialogue Before the Stakes Rise Further
Session 1: The Heart of the Matter
Recognizing your communication style under stress
Understanding the Three Conversations (What Happened, Feelings, Identity)
The Shared Pool of Meaning and why it determines outcomes
Distinguishing task conflict from relational conflict
Session 2: Creating Safety When It Matters Most
Why people move to silence or violence
Establishing mutual purpose and mutual respect
Using contrasting to repair misunderstandings
Spotting safety breakdowns before conversations derail
🟢 Week 2 – From Friction to Forward Movement
Session 3: Mastering Your Internal Stories
Retracing the Path to Action
Separating facts from assumptions
Asking powerful, generative questions
Grounding identity to stay balanced under pressure
Session 4: Leading the Conversation to Action
Speaking persuasively using the STATE framework
The Five-Step Hard Conversation Framework
Creating voluntary commitment, not compliance
Closing conversations with clarity and follow-through
💬 Each session includes facilitated discussions, real-play simulations, reflection exercises, and real-world case studies.
Measurable Learning Outcomes
✅ De-escalate emotionally charged conversations
✅ Address long-standing “undiscussables” with confidence
✅ Influence without authority or positional power
✅ Increase emotional resilience in high-pressure moments
✅ Build stronger, more durable professional relationships
Topics Covered
🔹 Crucial Conversations & Dialogue Skills
🔹 Verbal Judo & Strategic Language
🔹 The Drama Triangle & Adult Communication
🔹 Radical Respect & Psychological Safety
🔹 The 6:1 Ratio for High-Performing Teams
🔹 Bias, Power, and Difficult Dynamics
Target Audience
💼 Executives & Senior Leaders – Navigate complex, high-impact conversations
📈 Managers & Team Leads – Address issues early and lead with clarity
🎯 HR & People Professionals – Facilitate safety and accountability
🏥 Healthcare & Public Service Professionals – Speak up when outcomes are critical
🚀 High-Potential Professionals – Build influence without burning bridges
This Course is For You If…
✅ You avoid difficult conversations until problems escalate
✅ You feel like you’re “walking on eggshells” at work
✅ You struggle between staying silent or coming on too strong
✅ You want to lead with honesty and respect
Who Should NOT Take This Course
This course is not for individuals looking to manipulate others, avoid self-reflection, or who never interact with people in their professional or personal lives.
Additional Resources
🎁 High-Stakes Conversation Toolkit
🎥 Real-world dialogue simulations
🧩 Conversation planning checklists
🌐 Private professional learning community

A Leader Who Has Lived High-Stakes Conversations

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Some instructors teach communication. Leroy has lived the consequences of it.
From executive boardrooms to large-scale transformations, he’s spent nearly two decades navigating the moments that define careers, relationships, and leadership credibility - high-stakes conversations where trust, outcomes, and reputations were on the line.
He brings a rare combination to this course: real-world leadership under pressure + elite training in negotiation and human behavior + a deeply human coaching presence. The result is a learning experience that feels both premium and practical - because it’s built on what actually works when emotions run strong and the stakes are real.
Global Leadership Experience - High-Stakes Conversations Where It Actually Matters
Leroy’s credibility is rooted in real responsibility - not theory.
He climbed the corporate ladder in Singapore and across Asia from Analyst to Vice President by age 30, leading and advising in complex environments where communication wasn’t a “soft skill” - it was a risk and results discipline.
Over his career, he has worked across 3 continents and 14+ countries, supporting:
Fortune 500 organizations navigating complex change
Financial services and large-scale transformations
Government and Crown Corporations in Canada
Executive stakeholders under high scrutiny and high consequence
Most notably, he served as Vice President at a Swiss Private Bank, managing multi-million-dollar initiatives and advising CEOs and COOs across Asia Pacific - where crucial conversations weren’t optional; they were daily leadership reality.
And beyond corporate leadership, Leroy also brings something many instructors can’t replicate: the lived experience of reinvention. He immigrated to Canada with his family with only suitcases, hope, and no network, rebuilding from scratch into a thriving professional development business now supporting clients across 35+ countries in the Americas and 40+ in Europe.
He understands what it means to hold difficult conversations when identity, belonging, and credibility are at stake - because he’s done it.

Elite Education, Certifications & Dialogue Mastery
Leroy’s teaching is grounded in world-class executive education and a rare stack of certifications spanning strategy, negotiation, coaching, change, agile leadership, and psychological safety.
✅ Harvard Business School - Driving Organizational Agility
✅ Harvard University - Leadership Excellence in Strategy & Innovation(Focus areas include advanced negotiation, behavioral economics & decision-making, and emotional intelligence)
✅ Harvard Law School (Program on Negotiation) — Negotiation & Mediation (two-semester specialization)
He also holds top-tier professional credentials, including:
Professional Certified Coach (PCC)
Prosci® Certified Change Practitioner (ADKAR)
PMI Agile Certified Practitioner (PMI-ACP®)
CSP-SM, CSP-PO, A-CSM, A-CSPO, CSM, CSPO (Scrum Mastery across leadership and product)
Workplace Mental Health Leadership (Queen’s University)
Certified Psychological Health & Safety Advisor (CMHA)
Neuro-Linguistic Programming Business Practitioner
Lean Practitioner
Academically, he holds two master’s degrees (with jury distinction) in Commerce and International Business, plus a bachelor’s degree - and is an associate member of the Harvard Extension Alumni Association (HEAA).

Teaching Style - Human, Grounded, and Deeply Practical
What makes Leroy different isn’t just what he knows - it’s how he teaches.
He’s known for his authenticity, humor, contagious energy, kindness, and empathy. He brings a rare ability to make serious conversations feel safe to practice, without making them feel “soft.” His mission is simple and powerful: to care for those who care - leaders, professionals, and teams carrying responsibility in complex environments.
He strongly believes every person has talent - and that while cognitive intelligence matters, heart intelligence is what makes high-stakes conversations actually work. Students often describe his approach as:
Clear without being rigid
Direct without being harsh
Emotionally intelligent without being abstract
Structured without feeling scripted
He has a reputation for going the extra mile - always focused on real value, real impact, and practical outcomes learners can apply the very next day.
🎯 Why He’s the Right Guide for High-Stakes Conversations
This course isn’t about sounding polished. It’s about staying grounded when it matters most. High-stakes conversations require more than “communication tips” - they require the ability to:
restore safety when emotions rise
challenge respectfully without backing down
speak with clarity without triggering defensiveness
lead people toward decisions and action
With deep expertise in negotiation, coaching, psychological safety, behavioral economics, and leadership under pressure, Leroy is uniquely positioned to help you master exactly that.
He doesn’t just teach what to say.He teaches how to think, listen, regulate, and respond when the stakes are real.
🚀 Your Invitation
If you’re ready to stop avoiding the conversations that hold your progress hostage…If you want a roadmap to be both honest and effective…If you want to handle pressure without losing yourself or damaging trust…
Then you’re in the right place.
Enroll now, and let Leroy guide you - step by step - toward the kind of conversations that create results, respect, and real momentum.
Your Course Package

Your All-In-One Success Package
From personalized onboarding to interactive learning, community support, and certification, you’ll gain more than knowledge - you’ll gain lasting impact.
Here’s what’s included in your package:

Your Welcome Gift: Personalized Onboarding & Clarity Tools

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✅ Pre-Course Reflection Survey
A short guided reflection to identify your current high-stakes conversations, triggers, and goals - anchoring learning in your real challenges.
✅ High-Stakes Conversation Toolkit
A practical workbook with conversation maps, planning tools, and reflection prompts you can use before, during, and after difficult conversations.

The Connection Bonus: Learning Through Dialogue
✅ Interactive Learning & Real-Play Sessions
Practice high-stakes conversations in a safe, facilitated environment using real situations - not scripts.
✅ Visual Thinking & Shared Whiteboards
Map conversations, surface assumptions, and create clarity together in real time.
✅ Private Learning Community Access
Continue learning beyond sessions
Share challenges and insights
Learn from peers navigating similar situations
Build trusted professional connections

Your Grand Reward: Recognition & Real-World Impact
✅ Certificate of Completion
A professional certificate recognizing your mastery of high-stakes conversation skills and commitment to leadership growth.
✅ Immediately Applicable Conversation Frameworks
Walk away with tools you can apply immediately - whether preparing for a critical discussion, restoring trust, or leading change.
Our Offer Vs Alternatives
What Truly Matters | Our Premium Human Development Training | Traditional Corporate Training | Low-Cost Online Courses |
|---|---|---|---|
Overall learning experience | ⭐⭐⭐⭐⭐ | ⭐⭐⭐ | ⭐ |
Instructor experience | ⭐⭐⭐⭐⭐ | ⭐⭐ | ⭐ |
Live practice & interaction | ⭐⭐⭐⭐⭐ | ⭐⭐⭐ | ❌ |
Coaching & mentoring included | ✅ | ❌ | ❌ |
Support before, during & after | ✅ | ❌ | ❌ |
Rewards Program | ✅ | ❌ | ❌ |
Long-term value for the price | ⭐⭐⭐⭐⭐ | ⭐⭐⭐ | ⭐⭐ |

What This Comparison Makes Clear
You’re not buying a course. You’re entering a supported learning journey.
Experience + personalization + follow-through is what creates real change.
Lower price often means learning alone. Higher value means learning supported.
The real cost is training that doesn’t change anything.
Our approach is built for professionals who want more than information...
they want clarity, confidence, and results that last!
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note: All times are listed in Eastern Time (New York-Toronto)

