Senior Underwriter - Medical Stop Loss - Remote

Why Jencap? We are one of the largest wholesale insurance intermediaries in the United States with expertise in wholesale brokerage, binding authority, and program management. The common thread woven throughout our success story is our collaborative and driven team of people. Our teams are empowered and work together to find solutions. 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.

About the Company:

Jencap A&H is a leading provider of innovative insurance solutions for self-funded employers and their partners. We are committed to delivering exceptional value, service, and expertise to our clients. As part of our ongoing growth, we are seeking a highly experienced Senior Underwriter specializing in stop loss insurance to join our dynamic team.

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.

This role is ideally suited for candidates located in the Phoenix, AZ area working remotely ; however, highly qualified candidates located elsewhere in the U.S. will be considered for a fully remote arrangement .

Key Responsibilities:

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

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. Jencap also offers a range of benefits and programs, based on eligibility, which currently include but are not limited to; comprehensive health care coverage, a 401k plan, and tuition reimbursement. Jencap is an emerging and rapidly growing leader in the industry and as such, we approach talent acquisition as an opportunity to identify the best talent. Therefore, the level of the role and compensation may vary depending upon the best available candidate.

Want the opportunity to build something new? Expand your knowledge and stretch your experience through new and emerging risks? Have your voice heard, your skills properly applied, and to add tangible value to an organization? You’re in the right place.

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 E qual O pportunity E mployer, 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 that creating an environment where every employee feels included and empowered, helps us to deliver the best outcome to our clients.