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.
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.
We are seeking a detail-oriented and customer-focused professional to join our team as an Assistant Underwriter supporting the Property and Casualty department Personal Lines business unit. In this role, you will be responsible for delivering exceptional service and support to clients with personal lines insurance policies, including auto and home coverage. You will play a key role in managing customer inquiries, processing policy changes, and ensuring a high level of client satisfaction by addressing needs efficiently and professionally.
The ideal candidate is organized, responsive, and committed to providing a positive client experience while supporting the underwriting team.
The Risk Analyst is responsible for performing risk assessments, portfolio analysis, and technical pricing evaluations to support underwriting decisions and financial performance. Develops pricing models, Power BI dashboards, and management reports to monitor profitability, identify emerging risks, and support data-driven strategies. Ensures data integrity, regulatory compliance, and effective collaboration across departments.
As the Receptionist, you will serve as the first point of contact for Cayman First and play a key role in ensuring smooth day-to-day front office operations. You will welcome guests, assist customers, and provide administrative support across the organization. This position also involves managing front-desk activities such as directing visitors, handling phone calls, managing company mail, processing customer payments, and coordinating internal office support functions.
This is a great opportunity for someone with a passion for customer service, who would like to work in the insurance industry. Here at Cayman First Insurance, we offer a supportive environment that encourages collaboration fosters professional growth.