Career Opportunities

Cayman First is a dynamic company insurance company. We offer a multitude of insurance and business-related career fields – from insurance (Claims, and Underwriting) to office positions, including HR, and Accounts.

Currently the existing staff complement is relatively stable, but we expect that there will be opportunities in the near future. When such opportunities arise, they will be posted here.  Cayman First Insurance have been reaffirmed as A-(Excellent) by A.M. Best.

Please submit written application to Human Resources at

Reporting to the Assistant Financial Controller and Chief Financial Officer, the successful applicant will; assist with financial and regulatory reporting in accordance with the company’s internal controls, policies and procedures, be responsible for oversight over accounts receivable, daily banking activities, and accounts payable. The position will also involve communication with all other internal company departments, as well as external parties which will include brokers, agents, direct clients, providers, suppliers, and banks.

Deadline to apply -

Daily supervision of the Underwriting Unit and assisting in the evaluation and pricing of group life and health prospects within assigned authority limits. Obtain and analyze account-specific information and prepare information for pricing. Review submission information, issue quote letters. Coordinate the renewal and new business process. Understand and utilize Pricing and Business Intelligence (BI) models in collaboration with management and the Group Actuarial team.

Deadline to apply -