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Remote Stop Loss Insurance Jobs in Madison, WI (NOW HIRING)

Desk Auto Claims Adjuster

Madison, WI · On-site +1

$49K - $65K/yr

You'll enjoy the flexibility of remote work while serving customers across Wisconsin. Candidates ... loss claims. • Bachelor's degree in Business Administration, Risk Management & Insurance, or a ...

Remote Stop Loss Insurance information

See Madison, WI salary details

$15

$31

$62

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

As of Aug 24, 2026, the average hourly pay for remote stop loss insurance in Madison, WI is $31.66, according to ZipRecruiter salary data. Most workers in this role earn between $19.38 and $47.74 per hour, depending on experience, location, and employer.

What is remote stop loss insurance?

Remote stop loss insurance is a type of coverage designed to protect self-funded employers from large or catastrophic claims, but managed and administered through digital or remote platforms. This insurance reimburses employers for claims that exceed a predetermined limit, helping them manage risk and avoid significant financial loss. The 'remote' aspect refers to the use of online tools and services for policy management, claims processing, and communication, allowing for flexible and efficient administration without the need for in-person meetings. This is particularly beneficial for companies with distributed teams or those seeking streamlined, technology-driven solutions.

What are some common challenges faced by professionals working in remote stop loss insurance roles?

One common challenge in remote stop loss insurance roles is maintaining clear and effective communication with underwriters, brokers, and clients, since much of the collaboration happens virtually. Additionally, staying updated on changing regulations and market trends requires proactive self-learning and digital resourcefulness. Managing sensitive data securely and ensuring timely turnaround on complex claims or policy analysis can also be demanding when working remotely. Building strong relationships with team members and clients, despite the lack of in-person interaction, is key to long-term success in this field.

What are the key skills and qualifications needed to thrive as a remote stop loss insurance specialist, and why are they important?

To excel as a Remote Stop Loss Insurance Specialist, you need expertise in health insurance underwriting, risk assessment, and policy analysis, often supported by a background in insurance or finance. Familiarity with industry-standard claims management systems, CRM platforms, and regulatory compliance tools is essential. Strong analytical thinking, attention to detail, and effective written communication are crucial soft skills for success in a remote environment. These abilities ensure accurate risk evaluation, regulatory adherence, and clear client interactions, which are critical for managing high-value stop loss insurance contracts.

What is the difference between Remote Stop Loss Insurance vs Remote Underwriter?

AspectRemote Stop Loss InsuranceRemote Underwriter
CredentialsInsurance licenses, actuarial knowledgeInsurance licenses, underwriting certifications
Work EnvironmentInsurance companies, brokers, remoteInsurance companies, remote or office
Industry UsageHealth and self-funded plansInsurance policy assessment and risk evaluation

Remote Stop Loss Insurance professionals focus on providing coverage for self-funded health plans, managing risk, and setting policy terms. Remote Underwriters evaluate insurance applications, assess risks, and determine policy eligibility. While both roles require insurance knowledge and licenses, Stop Loss Insurance specialists concentrate on risk management for health plans, whereas Underwriters focus on evaluating individual applications. Understanding these differences helps clarify career paths and job expectations in the insurance industry.

What are popular job titles related to Remote Stop Loss Insurance jobs in Madison, WI?

For Remote Stop Loss Insurance jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Remote Stop Loss Insurance jobs in Madison, WI look for?

The top searched job categories for Remote Stop Loss Insurance jobs in Madison, WI are:

What cities near Madison, WI are hiring for Remote Stop Loss Insurance jobs?

Cities near Madison, WI with the most Remote Stop Loss Insurance job openings:

Desk Auto Claims Adjuster

Madison, WI • On-site, Remote

$49K - $65K/yr

Full-time

Medical, Dental, Vision, Retirement

Posted 17 days ago


Job description

Description
At Rural Mutual Insurance Company, delivering on our promise to protect Wisconsin families, farms, and businesses is more than our mission, it is our commitment. We are seeking an experienced Desk Auto Claims Adjuster to independently manage moderate-complexity automobile claims. In this role, you are responsible for investigating claims, evaluating liability, handling auto physical damage and total loss claims, negotiating settlements, and delivering fair, timely claim resolutions while ensuring regulatory compliance and excellent customer service.
You'll enjoy the flexibility of remote work while serving customers across Wisconsin.
Candidates must live and work in Wisconsin and have eligibility to work in the United States without sponsorship.
Ready to put your claims expertise to work with a trusted Wisconsin company? Join a supportive team, make a difference for our policyholders, and grow your career with Rural Mutual. Apply today.
At Rural Mutual, we are dedicated to fostering a supportive and collaborative work environment. We offer a comprehensive compensation package, including health, dental, and vision insurance, a matching 401(k), and generous time off. Our commitment to career growth is unwavering, and we take pride in our A+ AM Best financial strength rating, earning a spot on Ward's Top 50 Property & Casualty insurance companies in the United States, and recognition as a Madison Magazine Best Place to Work. Rural Mutual is an Equal Opportunity Employer.
Responsibilities
$48
Qualifications
• 3+ years of auto claims handling experience, including experience managing total loss claims.
• Bachelor's degree in Business Administration, Risk Management & Insurance, or a related field preferred; equivalent experience considered.
• Working knowledge of automobile mechanics, repair processes, and valuation methods.
• Experience evaluating liability and handling minor bodily injury or medical payment exposures preferred.
• Professional designations such as AIC or CPCU preferred but not required.
• Strong analytical and decision-making abilities.
• Effective communication and negotiation skills.
• Excellent organization and attention to detail.
• Ability to manage multiple priorities independently.
• Customer-focused mindset with sound financial judgment.