Senior Underwriter - Medical Stop Loss

Role Description

The Senior Underwriter – Medical Stop Loss is responsible for the evaluation, risk assessment, pricing, and underwriting of stop loss insurance for self-funded employer groups. The ideal candidate brings strong stop loss market expertise, sound analytical judgment, and the ability to develop trusted relationships with brokers, consultants, TPAs, and internal stakeholders.

• Underwrite new and renewal stop loss business in accordance with underwriting guidelines, risk appetite, and profitability targets
• Analyze complex self-funded employer group data, including claims experience, demographics, plan design, and funding structures
• Partner closely with the Chief Underwriting Officer to develop customized underwriting and pricing solutions
• Establish and maintain strong relationships with brokers, consultants, TPAs, and clients; participate in finalist presentations and renewal discussions as needed
• Monitor portfolio performance and support profitable growth initiatives
• Contribute to underwriting process improvements, product enhancements, and best-practice initiatives

Qualifications

• Bachelor’s degree in business, finance, actuarial science, or a related field required; advanced degree or professional designations (e.g., CEBS, FLMI, ASA) preferred
• 5–10 years of experience underwriting stop loss insurance for self-funded employer groups
• Strong knowledge of stop loss insurance products, market dynamics, and regulatory requirements
• Proven ability to make sound risk decisions and contribute to profitable portfolio performance
• Excellent analytical, quantitative, and problem-solving skills
• Strong relationship-building, negotiation, and communication abilities
• Proficiency in underwriting systems, analytics tools, and Microsoft Office Suite
• Ability to work independently while collaborating effectively in a fast-paced, growth-oriented environment

Requirements

• The base salary offered for the successful candidate will be based on compensable factors such as job-relevant education, job-relevant experience, training, licensure, demonstrated competencies, geographic location, and other factors.
• Discretionary incentive compensation may be awarded.

Benefits

• Comprehensive health care coverage
• 401k plan
• Tuition reimbursement

Company Description

Jencap is one of the largest wholesale insurance intermediaries in the United States with expertise in wholesale brokerage, binding authority, and program management. We have a passion culture – with teamwork, collaboration, and a focus on growing individuals and giving them the tools & development opportunities to have a successful career.

Jencap is dynamic, bold, tenacious, and trusted in the industry. Here, you are not just one of the many, you are one of us. We truly are better together.

Jencap is an Equal Opportunity Employer, and all qualified applicants will receive consideration for employment without regard to race, color, religion, sex, age, national origin or citizenship status, sexual orientation, gender identity or expression, pregnancy, marital or familial status, disability status, medical condition, genetic information, military or veteran status, political affiliation, or any other characteristic protected by law.

We are committed to fostering a work community where every colleague feels welcomed, valued, respected, and heard, as we believe that creating an environment where every employee feels included and empowered helps us to deliver the best outcome to our clients.