Director - Captive & Insurance Management

About the role

The Director will provide strategic leadership, client oversight and commercial direction across a portfolio of Cayman‑domiciled captive and reinsurance clients. Based in Grand Cayman, the role involves regular client engagement, regulatory interaction and collaboration with Aon’s global network.

Key responsibilities

• Serve as lead relationship manager for captive and reinsurance clients, overseeing strategy, operations, governance and regulatory compliance.
• Build and maintain strong relationships with client executives, brokers, reinsurers, regulators, service providers and Aon’s global stakeholders.
• Provide guidance on commercial reinsurance, risk‑financing structures, renewals, regulatory requirements and business strategy.
• Lead and develop client service teams to deliver exceptional outcomes and service excellence.
• Drive business development, identify new opportunities and represent Aon Cayman at industry events and conferences.
• Contribute to financial performance, budgeting, forecasting and achievement of business objectives.
• Support regulatory compliance activities, including engagement with the Cayman Islands Monetary Authority (CIMA).

Required profile

• Professional accounting or insurance qualification such as ACII, CPCU, CA, CPA, ACCA or equivalent.
• Extensive experience in insurance or reinsurance, with deep captive management expertise.
• Strong knowledge of commercial reinsurance, alternative risk structures and Cayman regulatory requirements.
• Proven business development track record, originating and converting new opportunities.
• Leadership, relationship‑management and stakeholder‑engagement skills in a client‑focused environment.

What we offer

• Competitive market‑aligned compensation and generous vacation allowance.
• Health insurance, pension, life insurance, long‑term disability cover.
• Continuous professional development and learning opportunities.
• Inclusive, agile work environment with global wellbeing days and flexible working‑style solutions.
• Access to Aon’s global captive, risk and reinsurance networks and international career opportunities.