May 13-15, 2026 | Hilton Miami Aventura, Florida



Caribbean leaders have always stood tall in the face of change: resilient, adaptable, and rooted in community.
This is where that legacy meets the future. Step into a space built for leaders who dare to disrupt, innovate, and shape what comes next.
When I launched the Disruptive Leadership Conference in 2019, I had a simple but powerful idea: to create a space where Caribbean leaders could come together to think differently, challenge assumptions, and engage in honest conversations about the future of leadership.
At the time, there were many conferences about leadership, but very few spaces where leaders could openly discuss the complexity of the world we are navigating — the rapid pace of change, the uncertainty facing organisations, and the responsibility leaders carry when shaping the future of people, institutions, and our region.
What began as a bold idea quickly became something far more meaningful.
Over the years, the Disruptive Leadership Conference has brought together extraordinary voices — CEOs, innovators, policymakers, academics, entrepreneurs, and emerging leaders — all united by a shared belief that leadership must evolve if our organisations and societies are to thrive.
Together, we have explored difficult questions, challenged traditional thinking, and created a community of leaders who are not afraid to rethink what leadership can look like in the Caribbean and beyond.
This year’s conference is particularly meaningful for me.
As the founder, I am deeply grateful to every speaker who has shared their wisdom, every partner who believed in the vision, and every participant who invested their time and energy in these conversations. Your support has helped shape this conference into a space of insight, courage, and connection.
Leadership, at its core, is about creating spaces where people can grow, ideas can challenge us, and new possibilities can emerge.
That has always been the spirit of the Disruptive Leadership Conference.
While this year marks the final edition of the conference in its current format, I believe deeply that the conversations we have started here will continue — in boardrooms, in organisations, and in the courageous decisions leaders make every day.
Thank you for being part of this journey.
And thank you for believing, as I do, that the future belongs to leaders who are bold enough to shape it.
With gratitude,
Judy McCutcheon Founder, Disruptive Leadership Conference
You don’t need a title to lead. But the Disruptive Leadership Conference attracts those serious about shaping the future:
Diverse voices from around the world.
Immersive learning and connection.
Visionary speakers and facilitators.
Step into a space designed for Caribbean leaders to sharpen their edge, expand their vision, and shape bold futures.
Navigate rapid change with confidence and clarity.
Learn from leaders who’ve faced hard choices and won.
Build a trusted network across the Caribbean and beyond.
Walk away with frameworks you can use immediately.
The Disruptive Leadership Conference is more than an event. It’s a meeting of Caribbean minds who know what it takes to thrive despite the odds.
Here, you’ll engage in conversations and build connections that help you balance proven practices with bold innovation, turning challenges into opportunities to lead smarter.
In just two days, you’ll learn from global and Caribbean thought leaders, gain tools to lead with confidence, and build connections that expand your influence. This isn’t preparation for the future… it’s ownership of it.
We’re curating an unforgettable program of keynote speakers, panelists, and workshop leaders for 2026.
Additional speakers will be added soon – stay tuned!
Dr. Terri-Karelle Johnson, an award-winning media professional, international speaker, and author of My Brand Compass, returns for her seventh consecutive year as host of the Disruptive Leadership Conference. Recognized on MIPAD’s 2023 Global Top 100 Under 40 list, she is widely admired for her commanding presence, compelling storytelling, and unmistakable professionalism.
We’re delighted to have her back on stage, bringing her signature spark once again.


Join speakers, partners, and fellow attendees for an evening of connection and conversation as we kick off the conference experience.
Fearless Leadership: Making Bold Decisions in Uncertain Times: A powerful opening address examining the courage required to lead in an era defined by uncertainty, disruption, and rapid change. with Judy McCutcheon
Data, Digital, and Disruption: Redefining Strategy for the 21st Century: An exploration of how emerging technologies, digital transformation, and data-driven decision-making are reshaping leadership and strategy. with Rawati Heeraman, Duran Humes, Kareem Williams
Take a pause to connect, explore new ideas, and continue building meaningful relationships.
The Leader’s Inner Game: Healing, Self-Awareness, and Legacy: A reflective conversation on the inner work of leadership and how personal growth shapes leadership impact. with Johnathan Johannes
Choose ONE of the following interactive sessions:
Unlocking Potential: How Leaders Coach for Performance and Growth
with Aka Ali-Kerr
Design Thinking for Everyday Leadership
with Dr. Rochelle Haynes
The CEO’s Dilemma: Balancing Profit, People, and Planet
A candid discussion on navigating the competing pressures leaders face while building sustainable organizations.
with Larry Lawrence
Women at the Edge: Bold Leadership for Bold Futures
A dynamic conversation exploring how women leaders are shaping the future through courage, innovation, and influence.
with Alison Browne Ellis, Stacey Liburd, Audrey Joachim, Ingrid Murray
From Fragile to Resilient: Building Organisations That Thrive Amid Disruption
An inspiring closing session on how leaders can build resilient organizations capable of thriving in uncertain environments.
(Speaker TBA)
Leading on the Edge: Reimagining Leadership in the Age of AI:
An exploration of how artificial intelligence and emerging technologies are transforming leadership and the future of work.
with Cliff Worley
Caribbean Leadership on the Global Stage: Amplifying Our Voice:
An exploration of how emerging technologies, digital transformation, and data-driven decision-making are reshaping leadership and strategy.
with Melissa Noel,Amad Rashad Thompson, Yvette Noel-Schure
Take a pause to connect, explore new ideas, and continue building meaningful relationships.
Courageous Conversations: Using Your Voice to Shape the Futurey:
A reflective conversation on the inner work of leadership and how personal growth shapes leadership impact.
with Adam Witty
Choose ONE of the following interactive sessions:
Harnessing Data for Smarter People Decisions
with Rawati Heeraman
AI at Your Desk: Putting AI to Work in Your Day-to-Day
with Kareem Williams
The Future of Work Cultures: Psychological Safety, Trust, and Accountability:
An insightful discussion on how leaders can create cultures where trust, psychological safety, and accountability thrive.
with Dr. Luz Longsworth
Well-Being as Strategy: Mental Health, Burnout, and Balance:
A discussion on how organizations can prioritize well-being as a strategic leadership priority.
with Nadine McNeil, Ryan Utsman, Marissa Toussaint
Shaping Bold Futures Through Inclusive Leadership:
The final address of the conference, exploring how inclusive leadership will shape the organizations and societies of tomorrow.
with Carina Cockburn
In spaces where persons fight against 'future thinkers' as they are not ready to accept a different vision; DLC is awesome!
The conference was incredibly insightful and provided me with actionable strategies to improve my leadership skills.
It was so great to be in a room of caribbean professionals
Join bold, forward-thinking leaders from across the Caribbean and beyond for two transformational days of learning, connection, and celebration.
Seats are limited. Join the movement of bold, brave Caribbean leaders shaping tomorrow.