ABOUT CARLYLE FLETCHER
Carlyle Fletcher CLU
Chartered Life Underwriter Speaker & Insurance Leadership Authority
One of the Caribbean's most respected voices in insurance sales training and insurance leadership development. A career that began in 1981 and has left a lasting imprint across the region and on the world stage.
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MDRT Life Member
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Chartered Life Underwriter
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Toastmasters Champion
Years in Insurance
Agents & Managers Trained
Years Branch Management
Trinidadian MDRT Main Platform
MDRT History
MDRT Life Member & International Speaker
History Made on the World Stage
Carlyle Fletcher is a Life Member of the prestigious Million Dollar Round Table — a distinction reserved for the highest-performing professionals in the global insurance industry.
As a recognised insurance industry keynote speaker, his platform appearances have consistently earned standing ovations. He speaks not from theory, but from decades of lived results, making him one of the most trusted insurance motivational speakers in the region.
CARAIFA Speakers Forum Winner
and Hall of Fame inductee, TTAIFA South Chapter
2010
Main Platform Speaker & Workshop Presenter
at CARAIFA Sales Congress, T&T; Feature Speaker, Sagicor Motivational Seminar, Jamaica.
2015
First Trinidadian on the MDRT Main Platform
and conduct a 90 minute focus session in Los Angeles. This created history for the Caribbean region.
2018
MDRT Annual Conference, Miami
exclusive focus session for managers and executives: "Improve Your Hiring, Supersize Your Results", MDRT Center for Field Leadership.
2025
Builder of Agents. Developer of Leaders.
Insurance Sales Training & Agent Development
Production excellence is not accidental. It is structured, measurable, and repeatable, and it begins with the right training and the right leader.
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Agent Training & Development
Carlyle Fletcher CLU has trained hundreds of successful agents across the Caribbean. His structured approach to insurance sales training covers prospecting, client conversations, objection handling, and consistent follow-through.
02
Insurance Leadership Development
As a specialist in insurance leadership development, Carlyle equips managers to recruit effectively, develop talent, and build accountable cultures that withstand market changes.
03
Life Insurance Sales Coach
As a life insurance sales coach, he teaches discipline in prospecting, mastery in client engagement, and consistency in execution — the repeatable principles that generate sustainable results.
04
Insurance Management Training
His insurance management training programmes help managers build the systems, mindsets, and habits that drive long-term performance growth within agencies and corporate teams.
05
Field Leadership Training
Drawing on 30+ years as a Branch Manager at Guardian Life, Algico, and Tatil Life, his field leadership methodology is grounded in real-world performance and measurable outcomes.
06
Caribbean & Global Reach
Proven sales leadership training for Caribbean teams, with international platform experience including MDRT, CARAIFA, and Sagicor Motivational Seminars across multiple territories.
"Effective leadership in insurance is not accidental. It is built through disciplined recruitment, structured coaching, and consistent accountability."
The Digital Academy
Structured Insurance Management Training for the Modern Professional
Extending Carlyle Fletcher's legacy into a scalable platform for the next generation
The Carlyle Fletcher Global Academy is being developed to make proven insurance sales training and insurance leadership development accessible beyond the physical stage, at your pace, on your schedule.
Built on decades of real-world experience, the Academy provides structured insights for agents, managers, and executives committed to sustainable growth. This is long-term development, not temporary enthusiasm.
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Deliver Consistent Value Structured modules designed for measurable progress and immediate application.
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Develop Disciplined Habits Frameworks that build the routines high-performing agents and managers rely on.
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Strengthen Leadership Capacity Management development programmes grounded in MDRT principles and Caribbean market experience.
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Build Long-Term Performance Proven principles that withstand economic cycles and generate results over time.
Carlyle Fletcher Global Academy
Professional development for insurance agents, managers, and executives. Your time. Your speed. Built on decades of proven results.
- How to Train Successful Insurance Agents
- How to Build High-Performing Insurance Teams
- Principles of Insurance Leadership
- Hiring and Developing Insurance Managers
- Lessons from Top MDRT Performers
- Sales Performance Coaching Frameworks
This platform reflects Carlyle Fletcher's evolution as a Chartered Life Underwriter speaker — ensuring that proven principles remain accessible to the next generation of professionals across the region and beyond.
Join the Community
Elevate Your Results
A Community of Insurance Professionals Committed to Excellence
If you are serious about improving production, strengthening leadership, and accelerating your professional growth, now is the time to act.
Learn from a recognised insurance motivational speaker, trusted life insurance sales coach, and proven leader in insurance management training.
Your next level is built on better structure, stronger habits, and consistent action. Whether you are an agent seeking higher performance or a manager building a stronger team — the pathway to measurable results begins here.