Careers

Careers at Cayman First

At Cayman First, we’re always looking for people to fit a variety of roles requiring a diverse range of skills and talents, from a variety of backgrounds. We are looking for driven, lively people to enrich our team – people who understand the level of trust that our customers put in us, and the responsibility on our shoulders that comes with that.

Are you compassionate and determined to deliver the best for our customers? If you think you can embody our core values and want to make a meaningful difference to the people and communities that we serve, then a career with Cayman First could be for you. Whether you’re just starting out, or looking for a new company to evolve your experience, Cayman First is waiting for you.

Are you F.I.R.S.T?

Current Opportunities

Human Resources Manager

We are seeking an experienced and dynamic Human Resources Manager to join our leadership team. This pivotal role acts as a strategic partner to executive management, with responsibility for overseeing all aspects of human resources.

 

The successful candidate will drive key initiatives such as performance management, employee training and development, immigration processes, and payroll administration, ensuring full alignment with local regulations and organizational objectives. The Human Resources Manager will also play a critical role in preparing reports for the Board, spearheading continuous improvement through HR projects, and managing external vendor relationships to deliver effective, compliant, and high-impact HR services.

Claims Manager – P&C

As the Claims Manager for Cayman First’s Property and Casualty department, you will lead the Claims team to ensure timely, accurate, and efficient claims processing while maintaining exceptional customer satisfaction. You will also play a strategic role in enhancing claims operations by developing and implementing initiatives to improve efficiency, strengthen risk mitigation, and drive continuous process improvement.

Vice President – Group Insurance Services

The Vice President – Group Insurance Services is responsible for the strategic leadership and overall performance of the group life and health insurance portfolio, including underwriting, claims, customer service, operations, and profitability.

General Applications

Cayman First is always interested in connecting with talented and motivated individuals who are passionate about making a difference. If you do not see a current opportunity that aligns with your skills and career goals, we invite you to submit a general application and upload your resume for consideration in future openings.