Underwriter - Health Insurance

ABOUT US

‘First’ is more than our name, it’s our nature. Cayman First is an industry-leading Property & Casualty and Health insurer, delivering best-in-class products and services to respond to the changing needs of individuals, households and businesses. Through our carefully selected network of agents and brokers, we provide protection for our customers today and prepare them for a brighter tomorrow. Cayman First maintains an A- (Excellent) financial strength rating from global credit rating agency AM Best.

PURPOSE OF JOB

As an Underwriter in our health insurance department, you will independently manage submissions for new business and renewals, assess risk data, and make underwriting decisions within approved guidelines. You will evaluate high-risk and non-standard cases, prepare quotes and documentation, maintain accurate underwriting records, and respond to coverage inquiries. The successful candidate will apply strong judgment and critical-thinking skills to resolve complex issues, ensure compliance with departmental standards, meet performance targets, and contribute to achieving departmental KPIs, while supporting the timely and accurate processing of health insurance applications and renewals.

JOB RESPONSIBILITIES

• Maintain submission information for new business and renewals. Gather and Screen data required for analysis.
• Request additional information from broker/direct client and follow up on outstanding information.
• Utilize critical thinking and solid judgment to solve problems, make decisions, and resolve complex issues inherent in ensuring the departmental goals are achieved.
• Underwrite non-standard cases and submit SHIC high risk applications to HIC for approval of suggested loadings.
• Process necessary documentation to broker.
• Answer phone calls and respond to emails regarding policy coverage or benefits and provide/request information as needed.
• Prepare correspondence (letters, email, etc.) to customers, brokers and third parties as needed.
• Coordinate renewal process (gather risk documentation and issue renewal letters, follow up on outstanding specs).
• Maintain up-to-date information in underwriting systems and risk files.
• Identify cases that require further medical evidence and submit requests for the same.
• Approve and provide health insurance quotes for individual applications and groups up to approved levels.
• Provide provisional health Insurance quotes for groups based on quote census within authority limit.
• Liaise with other departments to solve queries as necessary.
• Gather and share portability information with other insurers upon request.
• Meet or exceed employee monthly performance objectives.
• Contribute to achieving all departmental KPI’s.
• Perform other duties and responsibilities that may be assigned from time to time.

Requirements

• Bachelor’s degree in Mathematics, Finance, Insurance, or a related field preferred.
• Progressive underwriting experience in group life and health insurance or a related line of business.
• Professional certification in life or health insurance (e.g., LOMA or HIA) strongly preferred.
• Advanced analytical skills with the ability to evaluate complex risk and make sound underwriting decisions.
• Strong organizational and multitasking skills, with the ability to manage competing priorities independently.
• Excellent written, verbal, and telephone communication skills, including the ability to communicate technical information clearly.
• In-depth knowledge of underwriting principles, practices, and processes.
• Proven ability to access, interpret, and analyze complex reference materials and medical or financial information.
• Strong working knowledge of underwriting systems and tools.
• Comprehensive knowledge of policy forms, contract wording, and supporting documentation.
• Advanced proficiency in Microsoft Word, Excel, and Access.

Benefits

Cayman First offers a competitive compensation package with eligibility for a discretionary bonus, subsidized health insurance for employees and dependents, preferred home and motor insurance, a great company culture and work life balance. Compensation will be commensurate with experience and qualifications.