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Medical Stop Loss Insurance Jobs (NOW HIRING)

Jencap

Senior Underwriter - Medical Stop Loss

Danvers, MA · On-site +1

$104K - $123K/yr

About the Company: Aran Insurance Underwriters is a leading provider of innovative insurance ... The Senior Underwriter - Medical Stop Loss is responsible for the evaluation, risk assessment ...

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Jencap

Senior Underwriter - Medical Stop Loss

Avon, CT · On-site

$96K - $114K/yr

About the Company: Aran Insurance Underwriters is a leading provider of innovative insurance ... The Senior Underwriter - Medical Stop Loss is responsible for the evaluation, risk assessment ...

Captive Resources

Underwriter

Itasca, IL

$100K - $135K/hr

The Underwriter is responsible for evaluating and underwriting stop-loss insurance. The role involves analyzing medical risk, pricing policies, and making recommendations based on a thorough ...

Captive Resources

Underwriter

Itasca, IL · On-site

$100K - $135K/hr

The Underwriter is responsible for evaluating and underwriting stop-loss insurance. The role involves analyzing medical risk, pricing policies, and making recommendations based on a thorough ...

Captive Resources

Underwriter

Itasca, IL · On-site +1

The Underwriter is responsible for evaluating and underwriting stop-loss insurance. The role involves analyzing medical risk, pricing policies, and making recommendations based on a thorough ...

Tmhcc

Policy Analyst

Kennesaw, GA · Hybrid

Medical Stop Loss provides an added layer of insurance protection to employers who choose to self-fund their health benefit plans. Self-funding can incur risks from catastrophic claims, and Medical ...

Tokio Marine HCC

Policy Analyst

Kennesaw, GA · On-site

Medical Stop Loss provides an added layer of insurance protection to employers who choose to self-fund their health benefit plans. Self-funding can incur risks from catastrophic claims, and Medical ...

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Medical Stop Loss Insurance information

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How much do medical stop loss insurance jobs pay per hour?

As of Jul 2, 2026, the average hourly pay for medical stop loss insurance in the United States is $20.97, according to ZipRecruiter salary data. Most workers in this role earn between $17.31 and $23.08 per hour, depending on experience, location, and employer.

What is the difference between Medical Stop Loss Insurance vs Health Insurance Underwriter?

AspectMedical Stop Loss InsuranceHealth Insurance Underwriter
CredentialsInsurance licensing, actuarial knowledgeInsurance licensing, risk assessment skills
Work EnvironmentInsurance companies, brokers, self-funded plan administratorsInsurance companies, health plans, brokers
Industry UsageProvides coverage for self-funded health plansEvaluates and prices health insurance policies

Medical Stop Loss Insurance focuses on protecting self-funded health plans from high claims, while Health Insurance Underwriters assess risk and determine policy terms for health insurance plans. Both roles require insurance knowledge and work within the health insurance industry, but they serve different functions in managing healthcare costs and coverage.

More about Medical Stop Loss Insurance jobs
What job categories do people searching Medical Stop Loss Insurance jobs look for? The top searched job categories for Medical Stop Loss Insurance jobs are:
Senior Underwriter - Medical Stop Loss

Senior Underwriter - Medical Stop Loss

Jencap

Danvers, MA • On-site, Remote

$104K - $123K/yr

Full-time

Medical, Retirement

Posted 17 days ago

Be an early applicant

Job description

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:

Aran Insurance Underwriters 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 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 that creating an environment where every employee feels included and empowered, helps us to deliver the best outcome to our clients.