Broking Lead/Director (Cayman) (London)

Our client, one of the world’s largest global insurance brokers, is seeking a Director and Lead of its broking team in the Cayman Islands. The successful candidate will lead the team and broking strategy and report directly to the managing director of the Cayman firm. This role requires a seasoned leader with strong technical expertise in property & casualty (P&C) insurance, exceptional relationship management skills, and a track record of delivering profitable growth in a regulated, client-focused environment. This is an office-based role in the Cayman Islands (relocation assistance is provided).

Responsibilities Include

• Business Leadership
  • Drive the growth of P&C and Employee Benefits lines, ensuring profitability, sustainability, and market competitiveness.
  • Monitor and respond to market trends, client needs, and regulatory changes to maintain a leading market position.
  • Deliver products and services in line with agreed strategy, objectives and targets.
  • Ensure broking practices undertaken and colleague conduct is aligned with legal and regulatory requirements, and consistent with the firm’s policies, values and behaviours.
  • Provide clients with market insight communications on a regular basis.
  • Maintain a thorough understanding of the Cayman/international insurance broking industry and associated trends.
  • Represent the firm in the Cayman Insurance Association.
  • Drive the development of tailored program/product/facility offerings.
  • Oversee wholesale partner relationships and joint placements.
  • Ensure the firm’s continued compliance and good standing with the Cayman Islands Monetary Authority.
• Portfolio and Client Management
  • Manage and grow a personal portfolio of key clients, delivering tailored insurance solutions and maintaining high client retention levels.
  • Provide strategic advice and guidance to clients on complex risks and insurance needs, ensuring excellent service and value delivery.
  • Lead high-level client meetings and negotiations, ensuring alignment with the company’s client service standards.
  • Identify cross-selling and upselling opportunities to enhance client value and profitability.
• People Leadership
  • Lead the firm by example across client and new business broking.
  • Foster a culture of performance, collaboration, continuous improvement, and professional development.
  • Ensure appropriate recruitment, training, and succession planning strategies are in place to support long-term growth.
  • Ensure best practice and innovation is fully disseminated and shared across all client servicing teams.
  • Motivate and develop your team towards the accomplishment of business goals and objectives, as well as their own personal career development.
• Proposition and Product Development
  • Drive strategy for program solutions/facilities and their utilisation.
  • Identification and execution of proposition/product development opportunities.
• Compliance with regulatory requirements and business procedures
  • Ensure the function is supervising and maintaining standards of business conduct consistent with legislative & regulatory requirements.
  • Act as director (regulatory approval required).
  • Commercial acumen and negotiation capabilities.

The requirements

• Professional insurance qualifications such as ACII, CPCU, state/local licence or equivalent are highly preferred.
• Bachelor’s degree (preferred but not essential).
• Minimum 10 years’ experience in insurance broking with at least 5 years in a senior leadership role, ideally within a PLC or large regional brokerage.
• Strong technical property (CAT and construction an advantage) & casualty product knowledge and market (including London wholesale) knowledge.
• Strong property and casualty programs & facilities knowledge/experience.
• Experience managing P&L accountability with a demonstrable record of achieving growth and profitability targets.
• Proven track record in leading, motivating and supporting a successful broking team.
• Proven interpersonal skills capable of dealing with multinational and global clients, business stakeholders and external bodies.

Not Essential

• Health insurance/employee benefits product and market knowledge (strong P&C knowledge is, however, essential).
• Knowledge of the Caribbean/Cayman insurance market.
• Background in regulated environments with CIMA or similar regulatory frameworks would be an advantage, but not essential.

Compensation And Benefits

A competitive remuneration package that is commensurate with qualifications and experience and paid tax free, relocation and work permit package (if required), a comprehensive medical scheme, pension plan (in line with Cayman Islands Labour Law), amongst other benefits.

Confidentiality when applying

We act with absolute confidentiality and we completely understand that your current employer might not be aware that you’re exploring the job market. When you apply, your application is kept completely confidential from both your current employer and also the hiring company. If we feel you might be a good fit, we’ll arrange a call with you to chat through the opportunity in more depth. Only after the call will we request permission to share your CV with the hiring company.