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

Assistant Underwriter – Property and Casualty

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.

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.

Cayman First Insurance
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