2

Remote Stop Loss Underwriter Jobs (NOW HIRING)

Stop Loss Aggregate Analyst

$18.50 - $35.29/hr

The position offers exposure to many areas of healthcare claims administration, including stop loss and reinsurance policy, data analytics, underwriting, eligibility, finance, client management, and ...

New

Supervisor, Stop Loss

Chicago, IL · Remote

$147K/yr

The Supervisor, Stop Loss also works closely with Stop Loss Data Specialist and Reimbursement ... Remote Here at Allied, we believe that great talent can thrive from anywhere. Our remote friendly ...

Supervisor, Stop Loss

Chicago, IL · On-site +1

$60K - $65K/yr

The Supervisor, Stop Loss also works closely with Stop Loss Data Specialist and Reimbursement ... Remote Here at Allied, we believe that great talent can thrive from anywhere. Our remote friendly ...

Stop Loss Data Modeler

$112K - $140K/yr

... stop-loss, reinsurance, and captive programs ... This role will collaborate with the actuarial and underwriting teams in support of our goals What ...

Stop Loss Data Modeler

$112K - $140K/yr

... stop-loss, reinsurance, and captive programs ... This role will collaborate with the actuarial and underwriting teams in support of our goals What ...

Stop Loss Data Modeler

$112K - $140K/yr

... stop-loss, reinsurance, and captive programs ... This role will collaborate with the actuarial and underwriting teams in support of our goals What ...

Showing results 21-40

Remote Stop Loss Underwriter information

See salary details

$32.5K

$78.9K

$139.5K

How much do remote stop loss underwriter jobs pay per year?

As of Aug 21, 2026, the average yearly pay for remote stop loss underwriter in the United States is $78,878.00, according to ZipRecruiter salary data. Most workers in this role earn between $61,000.00 and $87,000.00 per year, depending on experience, location, and employer.

What does a remote stop loss underwriter do?

A Remote Stop Loss Underwriter evaluates and assesses insurance applications for stop-loss coverage, which protects employers from large claims in self-funded health plans. Working remotely, they analyze risk factors, review medical and claims data, and determine appropriate coverage terms and premiums. They collaborate with brokers, clients, and other underwriters to ensure policies align with company guidelines and regulations. Their expertise helps companies manage financial risks associated with high-cost health claims.

What are the key skills and qualifications needed to thrive as a remote stop loss underwriter?

To thrive as a Remote Stop Loss Underwriter, you need a solid understanding of risk assessment, group health insurance, and underwriting principles, often supported by a degree in finance, business, or a related field. Familiarity with underwriting software, claims management systems, and industry certifications such as AHM (Associate, Health Insurance Management) are commonly required. Strong analytical thinking, attention to detail, and effective communication are key soft skills for collaborating remotely and making sound decisions. These abilities ensure accurate risk evaluation, regulatory compliance, and high-quality service delivery in a competitive insurance market.

How does a remote stop loss underwriter collaborate with other teams to assess and manage risk effectively?

As a Remote Stop Loss Underwriter, collaboration with other teams is crucial for accurate risk assessment. You will regularly coordinate with sales, actuarial, and claims departments to gather necessary data on group health plans and claim histories. Working remotely requires strong communication skills and proficiency with digital collaboration tools to ensure seamless information sharing. This teamwork helps you make well-informed underwriting decisions while staying aligned with regulatory and client requirements.

What is the difference between Remote Stop Loss Underwriter vs Remote Claims Analyst?

AspectRemote Stop Loss UnderwriterRemote Claims Analyst
Required CredentialsInsurance licenses, underwriting certificationsClaims processing certifications, insurance knowledge
Work EnvironmentUnderwriting teams, risk assessmentClaims departments, customer service
Industry UsageHealth insurance, stop loss coverageHealth insurance, claims management

The Remote Stop Loss Underwriter focuses on evaluating and approving stop loss insurance policies, assessing risk, and setting premiums. In contrast, the Remote Claims Analyst handles claims processing, investigates claims, and ensures proper payout. While both roles require insurance knowledge and may involve similar certifications, their core responsibilities differ: underwriting versus claims management.

More about Remote Stop Loss Underwriter jobs

What cities are hiring for Remote Stop Loss Underwriter jobs?

Cities with the most Remote Stop Loss Underwriter job openings:

What are the most commonly searched types of Stop Loss Underwriter jobs?

The most popular types of Stop Loss Underwriter jobs are:

What states have the most Remote Stop Loss Underwriter jobs?

States with the most job openings for Remote Stop Loss Underwriter jobs include:

What job categories do people searching Remote Stop Loss Underwriter jobs look for?

The top searched job categories for Remote Stop Loss Underwriter jobs are:

Infographic showing various Remote Stop Loss Underwriter job openings in the United States as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $78,878 per year, or $37.9 per hour.

Senior Underwriter OR AVP - Medical Stop Loss (Captives)

Skywardinsurance

Remote

$100K - $170K/yr

Full-time

Medical, Retirement, PTO

Re-posted 2 days ago


Job description

The Senior Underwriter OR AVP is responsible for underwriting new and renewal medical stop-loss captive accounts at a profitable level. This role involves managing relationships with producers and customers to ensure alignment with overall company stop-loss goals. The Senior Underwriting position works closely with the other team members in the region and with the sales team to identify business and producers that most closely meet our underwriting acumen.

Key Responsibilities:

  • Evaluate risk for in-force business and new business prospects. Make decisions to quote or decline to quote and develop premium rates in accordance with underwriting guidelines and authority limits.

  • Develop and communicate new business or renewal rate recommendations and decisions in line with underwriting authority limits.

  • Prepare and generate correspondence, proposals, and other reports as needed.

  • Provide detailed explanations to Skyward A&H clients regarding conditions and requirements of quotes, rating decisions, and other information to support the sale of new and renewal business.

  • Coordinate medical reviews with the clinical risk management team and make recommendations regarding the level of acceptable risk.

  • Negotiate rates, terms, and conditions for new and existing business.

  • Manage the new business and renewal book to balance profitability and growth.

  • Process sold accounts and confirmed renewals following established procedures.

  • Develop and maintain relationships with clients, producers, and sales representatives to support the company's production goals and persistency.

  • Support Skyward A&H growth initiatives related to reference-based pricing, captive, and small group programs.

  • Review plan design and calculate rates for requested or recommended plan changes.

  • Provide competitive feedback on rates, products, pricing, and marketing strategies.

  • Make presentations to peers, producers, and leadership as necessary.

  • Utilize departmental tools, experience, and judgment during the underwriting process to set pricing, review risk, negotiate, and accomplish goals.

  • Assist associate underwriters with training and peer review.

  • Perform other duties as assigned.

  • Some travel may be required for trainings and/or meetings (less than 10%).

Continuous Learning and Development:

  • Stay current with industry trends, regulatory changes, and competitive landscape to ensure the company remains at the forefront of underwriting practices.

  • Participate in training sessions and professional development opportunities.

Education & Experience:

  • Bachelor's Degree preferred.

  • 4+ years of experience underwriting medical stop-loss required.

  • Preferred experience underwriting reference-based pricing and/or small group programs.

  • Professional certifications (HIAA, CEBS, FMLI, etc.) beneficial.

Skills:

  • In-depth knowledge of underwriting principles, risk assessment, and regulatory requirements.

  • Proven track record of developing and implementing successful underwriting strategies and policies.

  • Strong analytical and decision-making skills, with the ability to evaluate complex transactions.

  • Ability to prioritize and balance a dynamic workload.

  • Strong communication and interpersonal skills, with the ability to build relationships with internal and external stakeholders.

  • Proficiency in underwriting software (Connexure/ESL preferred) and other relevant technology.

Compensation & Benefits

The applicable base salary for this opportunity is $100,000 - $170,000. The base pay offered will be determined by factors such as experience, skills, training, location, certifications, education, and any applicable minimum wage requirements. In addition to the base salary, this opportunity may be eligible for performance-based incentives. We are excited to offer a competitive total rewards package which includes health and welfare benefits, tuition and professional certification assistance, 401k savings, elective participation in the Employee Stock Purchase Program, paid time off, paid holidays, and child bonding leave, as well as other employee assistance.

#LI-Remote