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Stop Loss Insurance Jobs (NOW HIRING)

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 +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 ...

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 ...

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Stop Loss Insurance information

What are the key skills and qualifications needed to thrive in the Stop Loss Insurance position, and why are they important?

To excel in Stop Loss Insurance, professionals need a solid understanding of underwriting principles, risk assessment, healthcare plan structures, and industry regulations, often supported by a bachelor’s degree in business, finance, or healthcare management. Familiarity with actuarial software, claims management systems, and relevant insurance certifications such as the Health Insurance Associate (HIA) or Certified Employee Benefit Specialist (CEBS) is highly valued. Strong analytical thinking, attention to detail, and effective communication skills help individuals liaise with clients, brokers, and internal stakeholders. These abilities ensure accurate risk evaluation, foster positive client relationships, and enable informed decision-making in a fast-paced, detail-oriented industry.

What is a Stop Loss Insurance job?

A Stop Loss Insurance job typically involves managing and underwriting stop-loss policies, which protect self-funded employers from catastrophic claims. Professionals in this role assess risk, analyze claims data, and work with brokers or insurers to structure policies that limit financial exposure. They may also negotiate contract terms, monitor ongoing claims, and ensure compliance with healthcare regulations.

What are typical daily responsibilities for a professional working in Stop Loss Insurance?

A typical day in a Stop Loss Insurance role involves reviewing and underwriting group health risk data, analyzing claims activity, and issuing or renewing policies based on risk evaluation criteria. Professionals also interact with brokers, third-party administrators, and employer clients to clarify coverage terms, answer questions, and negotiate contract specifics. Additional tasks may include monitoring large claims, coordinating with actuarial teams, and staying current with regulations and market trends. This dynamic environment requires effective prioritization and strong collaboration, ensuring accurate coverage while supporting clients’ risk management needs.

More about Stop Loss Insurance jobs
What cities are hiring for Stop Loss Insurance jobs? Cities with the most Stop Loss Insurance job openings:
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What states have the most Stop Loss Insurance jobs? States with the most job openings for Stop Loss Insurance jobs include:
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Stop Loss Insurance jobs near you
Infographic showing various Stop Loss Insurance job openings in the United States as of July 2026, with employment types broken down into 1% As Needed, 70% Full Time, 23% Part Time, and 6% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution.
Senior Stop-Loss Underwriter

Senior Stop-Loss Underwriter

One80 Intermediaries

Newtown Square, PA • On-site

$94K - $111K/yr

Full-time

Posted 18 days ago

Job description

The Underwriter of Employer Stop Loss is responsible for evaluating and analyzing risk. This role involves reviewing submissions, assessing medical and financial risk factors, and determining appropriate pricing and terms in alignment with company underwriting guidelines. The Underwriter works closely with sales, brokers, consultants, and underwriting team to ensure profitability and growth within the stop loss product line.
This is a hybrid position based out of our office in Newtown Square, PA.
Your Impact:
  • Review and analyze employer stop loss data, including claims experience, demographics, and plan design.
  • Assess medical conditions and financial risks to determine appropriate coverage terms and pricing.
  • Apply underwriting guidelines and company policies to maintain a balance between risk acceptance and profitability.
  • Work collaboratively with sales teams, brokers, and consultants to gather necessary information and provide competitive quotes.
  • Ensure underwriting decisions comply with regulatory requirements and company standards.
  • Maintain accurate documentation of underwriting decisions and rationales within internal systems.
  • Participate in training and development opportunities to enhance underwriting knowledge and expertise.
  • Assist in monitoring industry trends, competitor strategies, and regulatory changes that may impact underwriting practices.
  • Support underwriters in handling complex cases and contribute to team projects as needed.

Successful Candidates Will Have:
  • 3 to 5 years of experience in employer stop loss underwriting
  • Familiarity with self-funded health plans and TPA operations
  • Bachelor's degree in business, finance, insurance, or a related field preferred; progress toward industry designations is a plus
  • Strong analytical skills with the ability to interpret financial and medical data
  • Understanding of risk assessment, pricing models, and stop loss policies
  • Excellent communication and interpersonal skills to interact with internal and external stakeholders
  • Detail-oriented with strong organizational and time management skills
  • Proficiency in Microsoft Office Suite (Excel, Word, Outlook) and underwriting software

One80 Intermediaries is a privately held firm with offices throughout the US and Canada. As a leading insurance wholesaler and program manager, One80 offers placement services and binding authority for property and casualty, life, travel/accident and health, affinity and administrative services, and warranty business. Launched just four years ago, One80 Intermediaries has grown to be one of the largest intermediaries in the United States. In 2024, One80 Intermediaries was ranked the 14th largest broker in the U.S. by Business Insurance. In 2025, One80 Intermediaries earned the Great Place To Work® Certification™ for the second consecutive year.
Located in Newtown Square, PA and established in 2007, the Medical Stop Loss program of One80 is a full-service Managing General Underwriter. We have full in-house binding authority to manage stop loss insurance across the United States on behalf of our leading carriers and reinsurers. Backed by a team of experienced professionals we provide best-in-class products and services to our partners and clients
One80 Intermediaries is an equal opportunity workplace and is committed to ensuring equal employment opportunity without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, Veteran status, or other legally protected characteristics.
Learn more about working at One80 Intermediaries by visiting our careers page: www.one80.com/careers.
Personal information submitted by California applicants in response to a job posting is subject to One80's California Job Applicant Privacy Notice .
Recruiting Vendor Disclosure Statement
Brown & Brown does not accept unsolicited resumes from external recruiters, recruitment vendors or employment agencies ("Recruiting Vendors"). Recruiting Vendors must have a valid written agreement and receive prior written authorization from an authorized Brown & Brown representative before submitting candidates for any publicly posted role. Any unsolicited resumes submitted to Brown & Brown or its employees become the property of Brown & Brown, and no fees will be paid for such submissions. Additional information regarding this policy can be found on our careers page.

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