About Carlyle Fletcher

Carlyle Fletcher CLU

Chartered Life Underwriter, MDRT Life Member and Insurance Leadership Developer

One of the Caribbean's most respected voices in insurance sales training and insurance leadership development, with a career that began in 1981 and reached the MDRT Main Platform in 2018.

  • MDRT Life Member
  • Chartered Life Underwriter
  • Toastmasters Champion
Carlyle Fletcher CLU, Chartered Life Underwriter and MDRT Life Member
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Years in Insurance

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Agents & Managers Trained

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Years Branch Management

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Trinidadian MDRT Main Platform

Carlyle Fletcher CLU standing at an MDRT podium in front of the MDRT sculpture Carlyle Fletcher CLU with two delegates at the 2019 MDRT Annual Meeting in Miami Beach

MDRT History

Insurance Industry | Keynote Speaker

MDRT Life Member & International Speaker

History Made on the World Stage

Carlyle Fletcher is a Life Member of the Million Dollar Round Table (MDRT), a distinction reserved for the highest-performing professionals in the global insurance industry. In 2018 he became the first Trinidadian to speak on the MDRT Main Platform, in Los Angeles, where he also presented a 90-minute Focus session.

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.

Read: The CLU Designation: What It Took

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 presented 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.

01

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

Coaching Agents to Consistency

As a life insurance sales coach, Carlyle teaches discipline in prospecting, care in client conversations and consistency in execution: the repeatable principles behind 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

Training delivered for Caribbean teams, with international platform experience including MDRT, CARAIFA and the Sagicor Motivational Seminar in Jamaica.

“Effective leadership in insurance is not accidental. It is built through disciplined recruitment, structured coaching, and consistent accountability.”

The Carlyle Fletcher Global Academy

Four Learning Pillars, One Structured Pathway

The Academy makes Carlyle's insurance sales training and insurance leadership development available beyond the stage, at your pace and on your schedule.

It is built for agents, managers and senior agents committed to long-term development, with public launch planned for Q1 2027.

  • Deliver Consistent Value Structured modules designed for measurable progress and immediate application.
  • Develop Disciplined Habits Frameworks that build the routines high-performing agents and managers rely on.
  • Strengthen Leadership Capacity Management development programmes grounded in MDRT principles and Caribbean market experience.
  • Build Long-Term Performance Proven principles that withstand economic cycles and generate results over time.
Launching Q1 2027

Carlyle Fletcher Global Academy

Professional development for insurance agents, managers and senior agents, built on decades of proven results.

This platform reflects Carlyle Fletcher's evolution as a Chartered Life Underwriter and speaker, keeping proven principles accessible to the next generation of professionals across the region and beyond.

Work With Carlyle

Bring Carlyle to Your Team or Event

Whether you are planning a sales congress, developing managers or building a stronger agency, start with a conversation about your audience and goals.