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

All JobsStop Loss Insurance JobsRemote Stop Loss Insurance JobsRemote Stop Loss Insurance Jobs in Cascade, WI

Remote Stop Loss Insurance information

See Cascade, WI salary details

$16

$31

$63

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

As of Sep 4, 2026, the average hourly pay for remote stop loss insurance in Cascade, WI is $31.80, according to ZipRecruiter salary data. Most workers in this role earn between $19.47 and $47.93 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 cities near Cascade, WI are hiring for Remote Stop Loss Insurance jobs?

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

Remote Stop Loss Insurance jobs near you
Infographic showing various Remote Stop Loss Insurance job openings in Cascade, WI as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $66,146 per year, or $31.8 per hour.

Claims Representative II (Bodily Injury)

Society Insurance Company

Fond Du Lac, WI • On-site, Remote

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

This job post has expired 1 day ago. Applications are no longer accepted.

Job description

Job InformationJob TitleClaims Representative II- General Liability (Bodily Injury focused)Home Department:ClaimsEmployment Status:Exempt; Full-time Schedule:40 hours/week with Flexible Scheduling Opportunities Position Location:Home Office, Telecommuting, and Remote Opportunities in:
CO, GA, IL, IN, IA, MN, TN, TX, & WI

This position offers flexible remote/hybrid work scheduling and we are targeting candidates who are located within the 9 states which Society conducts business in. Visit us at https://societyinsurance.com/ to learn more.

Overview

Protecting our policyholders’ dreams, passions, and livelihoods has a direct impact on the communities we serve. We work towards excellence, conduct ourselves with high integrity, and take our work seriously, but not ourselves. Small Details. Big Difference. Find out how you can make a difference with a career at Society.

Society Insurance is seeking a Claims Representative II who excels at managing moderate‑to‑complex bodily injury and general liability claims. This role focuses on investigating losses, determining liability, and negotiating out‑of‑court settlements for mildly complex general liability claims. Successful candidates will have experience handling represented bodily injury claims, with a strong emphasis on Commercial General Liability (CGL) and premises liability exposures, along with the judgment and negotiation skills needed to navigate matters that advance into litigation.

About the Role

    Settles mildly complex claims by determining insurance carrier’s liability and reaches agreement with claimant according to policy provisions and authority level.May be involved with litigation by analyzing negotiated settlement options; evaluating evidence, and overseeing attorney in the handling of discovery and settlement.Handles mediations, arbitrations, subrogation, and recorded settlement agreements.Determines coverage through investigations by examining claim forms, policies, and other records; interviewing claimants, insureds, and witnesses; consulting police and hospital records; inspecting damages; and consulting with experts when appropriate.Mentors and trains claims representatives in claims expertise by assisting in identifying training needs and opportunities.Resolves questionable claims by investigating the claim and comparing claims information with evidence.Ensures proper file documentation of assigned files by complying with company and state requirements.Prepares reports by collecting, analyzing, and summarizing claim information.Contributes to team effort (as needed) by participating on catastrophe teams; participating in determining department investigation guidelines; providing feedback to underwriting as needed.

About You

    You enjoy communicating and building relationships with others.You are composed, cool under pressure, and can negotiate without damaging relationships. You hold yourself accountable and act in accordance with rules and regulations. You enjoy analyzing, investigating, and using the facts to make decisions. You are naturally curious and have a desire to know more.

What it Will Take

    Bachelor’s Degree and 3+ years of claims handling experience OR 5+ years of claims handling experience.Proficiency in general liability claims demonstrated through knowledge and experience in insurance policies and coverage, claim payment procedures, insurance regulations, and legal terminology. Ability to obtain and maintain proper licensing prior to handling a state that requires it. Professional insurance designations highly desirable.Litigation experience highly desirable.Experience using Guidewire Claims System highly desirable.

What Society Can Offer

    Comprehensive Benefits Package: Salary with bonus plan; health, dental, life, and vision insuranceRetirement: Traditional or Roth 401(k) Defined Contribution Plan PLUS Profit-Sharing PlanWork-Life Balance: Company-paid holidays; flexible scheduling; PTO; telecommuting optionsEducation: Career Coaching; company-paid courses; student loan and tuition reimbursementCommunity: Charitable Match; paid volunteer time; team sponsorshipsWellness: Employee Assistance Program; wellness initiatives/rewards; health coaching; and more

Society Insurance prohibits discrimination and harassment of any type against applicants and employees on the basis of race, color, religion, sex, national origin, age, handicap, disability, genetics, veteran status or military service, marital status or sexual orientation, gender identity or expression, or any other characteristic or status protected by federal, state or local laws. Society Insurance also provides reasonable accommodations to qualified individuals with disabilities in accordance with the requirements of the Americans with Disabilities Act and applicable state and local laws. Society Insurance is a drug-free workplace.


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