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Joni Gaye Cawley & Associates

Assistant General Manager

Joni Gaye Cawley & Associates

  • Kingston and St. Andrew / Port-of-Spain / Canaries
  • Not disclosed
  • Permanent full-time
  • Updated 13/03/2026
  • HRM
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Assistant General Manager

Our client, GraceKennedy Financial Group, takes pride in its people, products, and environment. The organization’s culture is built on a philosophy of unity, grounded in a spirit of care, and guided by core values of Honesty, Integrity, and Trust. They are committed to supporting employees on their journey to achieving personal goals and realizing their full potential.

GraceKennedy Financial Group is seeking to identify a dynamic and experienced professional who preferably resides in Barbados, Trinidad and Tobago, St. Lucia, or St. Kitts and who is looking for an excellent opportunity to advance their career while helping to drive strategic growth across the Group in the following capacity:

Assistant General Manager – GK Life

The Assistant General Manager will lead business development, underwriting, and operations, while serving as a key strategic partner to the General Manager.

Key Responsibilities

Commercial Growth & Market Expansion

  • Design and execute GK Life’s commercial growth strategy, with emphasis on direct-to-customer distribution and partner channel expansion.

  • Deliver sustainable premium growth while improving portfolio quality and persistency.

  • Lead scaling strategies for Belize, Cayman, Barbados, TCI, and other specified markets, ensuring alignment with regulatory and operational readiness.

Distribution & Business Development Leadership

  • Build and scale new partnerships, including recruitment, onboarding, and performance management.

  • Strengthen and expand direct-to-customer capabilities.

Underwriting, Product & Portfolio Management

  • Provide executive oversight of underwriting philosophy and governance, ensuring commercial responsiveness while maintaining strong risk discipline.

  • Monitor and manage key portfolio metrics and channel-specific profitability.

Operations & Enterprise Capability Development

  • Provide leadership oversight for life operations, with a strong focus on client and partner experience and service quality.

  • Champion practical digital and process improvements that support growth and continuous improvement.

Required Qualifications, Experience and Competencies

  • Bachelor’s degree in Business, Finance, Insurance, or a related field.

  • MBA preferred.

  • LOMA / FLMI (or equivalent professional insurance qualification) preferred.

  • Minimum 10 years’ experience in life insurance, with broad exposure across distribution, underwriting, product, and operations.

  • Proven track record in commercial growth and business development, preferably beyond pure bancassurance.

  • Experience with local market leaders or regional life insurers.

  • Demonstrated leadership in scaling businesses or building new distribution capabilities.

  • Exposure to multi-jurisdictional operations and regulatory environments would be an advantage.

Key Attributes

  • Enterprise builder – able to think beyond products and channels.

  • Commercially astute – strong grasp of life insurance economics and strategic trade-offs.

  • Relationship-driven – trusted partner to banks, brokers, regulators, and internal stakeholders.

  • Execution-focused – able to translate strategy into measurable results.

Ref: Assistant General Manager
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Joni Gaye Cawley & Associates

Joni Gaye Cawley & Associates

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