Winston S. Williams MBA, ChFC®, CLU®,CIAM, PMP®, MFA, RFC® in

Winston S. Williams MBA, ChFC®, CLU®,CIAM, PMP®, MFA, RFC®

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Chief Executive Officer for the Caribbean at Pan-American Life Insurance Group
📍 San Fernando, San Fernando, Trinidad and Tobago

Winston S. Williams is the Chief Executive Officer for the Caribbean at Pan-American Life Insurance Group, bringing over four decades of experience. An alumnus of The American College, he specializes in business succession, retirement planning, and developing elite sales teams, with a proven record of driving consecutive years of growth.

His passion for the insurance industry is rooted in a desire to help people, focusing on mentoring professionals and fostering leadership. He is deeply involved with GAMA Global, an organization dedicated to elevating the financial services profession and shaping managers into visionary leaders, reflecting his commitment to industry-wide excellence and collaboration.

He has been inducted into the Hall of Fame in recognition of his significant contributions to the insurance industry.

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Experience
26 Years
Current Role
Chief Executive Officer for the Caribbean
Job Level
Leadership
Location
San Fernando, San Fernando, Trinidad and Tobago
Personality Overview

How Winston shows up

Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics Winston cares about

Leadership Development
He is passionate about transforming managers into visionaries and elevating the financial services profession, as shown by his involvement and posts about GAMA Global.
Client-First Approach
He advocates for integrity and putting the client first, a principle reflected in his professional posts and personal recommendations that praise his detailed, client-centric methods.
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Career

Work history

11-2025
Chief Executive Officer for the Caribbean
Pan-American Life Insurance Group
7-2013 - 11-2025
Agency Manager
Pan-American Life Insurance Group
9-1999
Chairman & C.E.O.
Financial Advisory Services Ltd
4-1999 - 11-2025
Chairman and CEO
Financial Advisory Services Limited
10-2009 - 6-2013
Vice President of Sales and Marketing
Sagicor Life Insurance Company
In the press

Media appearances

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Education
5-2018 - 2021
Chartered Financial Consultant ChFC®
The American College of Financial Services
3-2008 - 3-2011
Chartered Insurance Agency Manager
Life Insurance Management Research Association
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

Dominance, influence, steadiness, and calculativeness scores with guidance on how this person prefers to communicate and decide.

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