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From Home Stop Loss Insurance Jobs (NOW HIRING)

Allied

Supervisor, Stop Loss

Chicago, IL · On-site +1

$60K - $65K/yr

Our remote friendly culture offers flexibility and the comfort of working from home, while also ... Insurance, Generous Paid Time Off, Tuition Reimbursement, EAP, and a Technology Stipend. Allied ...

Novacore

Sr. Underwriter, Stop Loss

Conshohocken, PA

$96K - $114K/yr

Underwriter, Stop Loss The Sr. Medical Stop-Loss Underwriter is a pivotal team member responsible ... Novacore is the newly formed specialty insurance entity created from the April 2025 sale of NSM ...

Novacore

Sr. Underwriter, Stop Loss

Conshohocken, PA · On-site

$96K - $114K/yr

Underwriter, Stop Loss The Sr. Medical Stop-Loss Underwriter is a pivotal team member responsible ... Novacore is the newly formed specialty insurance entity created from the April 2025 sale of NSM ...

Hilb Group

Stop Loss Analyst

Canton, MA · On-site

$72K/yr

Download and review relevant reports from carrier, TPA, PBM, and stop loss carrier portals ... Certification - Must obtain and maintain active Life/Accident and Health Insurance Agent License

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All Jobsremote JobsFinance and Insurance JobsFrom Home Stop Loss Insurance Jobs

From Home Stop Loss Insurance information

What is the difference between From Home Stop Loss Insurance vs From Home Health Insurance Agent?

AspectFrom Home Stop Loss InsuranceFrom Home Health Insurance Agent
CredentialsLicenses in insurance and possibly health or life insuranceHealth insurance licenses, certifications in health insurance sales
Work EnvironmentRemote, insurance companies or brokersRemote, insurance agencies or brokerages
Industry UsageInsurance industry, specifically health coverage for self-funded plansHealth insurance sales and customer service
Search & Comparison IntentUnderstanding stop loss insurance options for self-funded plansComparing health insurance plans and sales roles

From Home Stop Loss Insurance involves providing coverage for self-funded health plans, focusing on risk management for employers. In contrast, From Home Health Insurance Agent primarily involves selling and advising clients on health insurance plans. While both roles require insurance licenses and operate remotely, they serve different purposes within the health insurance industry.

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From Home Stop Loss Insurance jobs near you
Infographic showing various From Home Stop Loss Insurance job openings in the United States as of August 2026, with employment types broken down into 67% Full Time, and 33% Part Time. Highlights an 33% In-person, and 67% Remote job distribution.

Senior Underwriter - Medical Stop Loss - Remote

Jencap

Phoenix, AZ • On-site, Remote

$97K - $115K/yr

Full-time

Medical, Retirement

Re-posted 9 days ago

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:
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 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.

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