2

Remote Stop Loss Insurance Jobs in Wisconsin (NOW HIRING)

Stop Loss Underwriter

Stevens Point, WI · On-site +1

$65K - $85K/yr

Remote (United States) About Acrisure A global fintech leader, Acrisure empowers millions of ... Comprehensive medical insurance, dental insurance, and vision insurance; life and disability ...

New

Remote (United States) About Acrisure A global fintech leader, Acrisure empowers millions of ... of insurance, reinsurance, payroll, benefits, cybersecurity, mortgage services - and more. In the ...

New

Would like to coordinate multi-product offerings (medical, dental, stop-loss, etc.) in support of a ... Remote Work Requirements * Wired (ethernet cable) internet connection from your router to your ...

RFP Analyst

Milwaukee, WI · Remote

$65K - $98K/yr

S. offers a portfolio of benefits and services, including dental, vision, disability, absence management, life, supplemental health, medical stop-loss insurance, and healthcare navigation. We have ...

RFP Analyst

Milwaukee, WI · Remote

$65K - $98K/yr

S. offers a portfolio of benefits and services, including dental, vision, disability, absence management, life, supplemental health, medical stop-loss insurance, and healthcare navigation. We have ...

Underwriting Analyst

Stevens Point, WI · On-site +1

$60K - $65K/yr

... of insurance, reinsurance, payroll, benefits, cybersecurity, mortgage services - and more. In the ... of new and renewal stop loss business. This role is responsible for submission intake ...

New

Job Title Commercial Insurance Consultant, Claims Insights- Remote Requisition Number R7770 ... Formulate datadriven recommendations to improve operational efficiency, loss outcomes, and business ...

Job Title Commercial Insurance Consultant, Claims Insights- Remote Requisition Number R7770 ... Formulate datadriven recommendations to improve operational efficiency, loss outcomes, and business ...

Job Title Commercial Insurance Consultant, Claims Insights- Remote Requisition Number R7770 ... Formulate datadriven recommendations to improve operational efficiency, loss outcomes, and business ...

Job Title Commercial Insurance Consultant, Claims Insights- Remote Requisition Number R7770 ... Formulate datadriven recommendations to improve operational efficiency, loss outcomes, and business ...

next page

Showing results 1-20

Remote Stop Loss Insurance information

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 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 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 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 popular job titles related to Remote Stop Loss Insurance jobs in Wisconsin? For Remote Stop Loss Insurance jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Remote Stop Loss Insurance jobs in Wisconsin look for? The top searched job categories for Remote Stop Loss Insurance jobs in Wisconsin are:
What cities in Wisconsin are hiring for Remote Stop Loss Insurance jobs? Cities in Wisconsin with the most Remote Stop Loss Insurance job openings:
Infographic showing various Remote Stop Loss Insurance job openings in Wisconsin as of July 2026, with employment types broken down into 91% Full Time, and 9% Part Time. Highlights an 100% Remote job distribution.

Stop Loss Claims Resolution Consultant

Sun Life Financial

Milwaukee, WI • Remote

$65K - $84K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 23 days ago


Sun Life Assurance Company of Canada rating

8.6

Company rating: 8.6 out of 10

Based on 18 frontline employees who took The Breakroom Quiz

89th of 301 rated insurance


Job description

Sun Life U.S. is one of the largest providers of employee and government benefits, helping approximately 50 million Americans access the care and coverage they need. Through employers, industry partners and government programs, Sun Life U.S. offers a portfolio of benefits and services, including dental, vision, disability, absence management, life, supplemental health, medical stop-loss insurance, and healthcare navigation. We have more than 6,400 employees and associates in our partner dental practices and operate nationwide.

Visit our website to discover how Sun Life is making life brighter for our customers, partners and communities.

Job Description:

The opportunity:

The Claims Resolution Consultant serves as a subject matter expert in Stop Loss medical claims and is the primary point of contact for complex claim inquiries, escalations, and resolution support. This role combines deep technical expertise as a Stop Loss Health Claims Analyst with responsibility for managing end-to-end inquiry resolution, including research, claim determination support, documentation review, and clear customer communication.

The Consultant independently resolves sophisticated inquiries related to claim eligibility, reimbursement status, documentation requirements, and contractual interpretation. They partner closely with Claims Analysts, Senior Analysts, clinical resources, and other internal teams to ensure accurate, timely, and supportable outcomes. This role requires strong judgment, advanced understanding of stop loss products, and the ability to explain complex claim matters clearly to TPAs, brokers, employers, sales partners, and internal stakeholders.

How you will contribute:

  • Serve as an expert resource for Stop Loss medical claims, including large-loss and complex claim scenarios, reimbursement determinations, exclusions, and eligibility issues.
  • Research and resolve advanced claim inquiries by analyzing claim history, medical documentation, reimbursement data, plan documents, and Sun Life stop-loss contract provisions.
  • Interpret and apply contractual language consistently, identifying when issues require escalation, exception handling, or clinical, legal, or investigative review.
  • Provide consultative guidance to requestors on claim status, required documentation, anticipated timelines, and next steps.
  • Own inquiries from intake through closure, ensuring accountability, tracking, and follow-up.
  • Acknowledge inquiries promptly, provide clear expectations for updates and resolution timing, and proactively communicate if timelines change.
  • Deliver clear, concise, and customer-appropriate written communication (primarily email) that summarizes findings, decisions, and supporting rationale.
  • Identify inquiries that require adjudication or reimbursement review and route to appropriate Claims Analysts or Senior Analysts with complete and organized handoffs.
  • Partner collaboratively with internal teams including Claims, Overpayments, Client Management, Sales, Clinical Resources, and Legal to support accurate and timely outcomes.
  • Participate in client implementation, onboarding, or issue-resolution calls as needed, explaining stop loss claim processes and outcomes clearly.
  • Document research, decisions, communications, and handoffs thoroughly in the system of record.
  • Ensure all claim handling complies with privacy, security, and regulatory requirements (HIPAA, etc.).
  • Apply sound claim practices and professional judgment to identify trends, risks, or recurring issues impacting customer experience or operational efficiency.
  • Act as a go-to resource for peers and partners by sharing expertise on stop loss claim handling, documentation standards, and common contract provisions.
  • Identify opportunities for process improvements, enhanced job aids, or clearer communication templates based on inquiry volume and trends.
  • Contribute to a strong service culture through collaboration, follow-through, and a solutions-oriented mindset.

What will you bring with you:

  • Expert-level knowledge of Stop Loss medical claims, including eligibility determination, reimbursement workflows, documentation requirements, and contract interpretation.
  • Experience reviewing and supporting complex or large loss stop loss claims end-to-end.
  • Strong ability to interpret and explain plan documents and contract provisions.
  • Demonstrated experience navigating claims systems, reporting, and internal knowledge resources.
  • Excellent written and verbal communication skills, with the ability to explain complex claim matters to non-technical audiences.
  • Strong organizational skills with the ability to manage multiple priorities and maintain detailed records through resolution.
  • Proven judgment in identifying when issues require escalation and how to route them effectively.
  • 3-5+ years of experience in medical claims processing and/or stop loss claims, including exposure to large-loss or complex claims.
  • Experience supporting TPAs, brokers, employers, or sales partners in a consultative or service-based role.
  • Familiarity with overpayment concepts, reimbursement troubleshooting, and coordination with clinical or investigative resources.
  • Experience contributing to job aids, playbooks, or process improvement initiatives.
  • Advanced analytical and problem-solving skills
  • Strong customer-focused service orientation
  • Professional judgment and discretion with sensitive information
  • Clear, confident communication and documentation
  • Collaboration across operational and clinical teams
  • Accountability for outcomes and follow-through
  • Continuous improvement mindset

Salary Range: $54,100 - $81,200
At our company, we are committed to pay transparency and equity. The salary range for this role is competitive nationwide, and we strive to ensure that compensation is fair and equitable. Your actual base salary will be determined based on your unique skills, qualifications, experience, education, and geographic location. In addition to your base salary, this position is eligible for a discretionary annual incentive award based on your individual performance as well as the overall performance of the business. We are dedicated to creating a work environment where everyone is rewarded for their contributions.

Not ready to apply yet but want to stay in touch? Join our talent community to stay connected until the time is right for you!

We are committed to fostering an inclusive environment where all employees feel they belong, are supported and empowered to thrive. We are dedicated to building teams with varied experiences, backgrounds, perspectives and ideas that benefit our colleagues, clients, and the communities where we operate. We encourage applications from qualified individuals from all backgrounds.

Life is brighter when you work at Sun Life

At Sun Life, we prioritize your well-being with comprehensive benefits, including generous vacation and sick time, market-leading paid family, parental and adoption leave, medical coverage, company paid life and AD&D insurance, disability programs and a partially paid sabbatical program. Plan for your future with our 401(k) employer match, stock purchase options and an employer-funded retirement account. Enjoy a flexible, inclusive and collaborative work environment that supports career growth. We're proud to be recognized in our communities as a top employer. Proudly Great Place to Work Certified in Canada and the U.S., we've also been recognized as a "Top 10" employer by the Boston Globe's "Top Places to Work" for two years in a row. Visit our website to learn more about our benefits and recognition within our communities.

We will make reasonable accommodations to the known physical or mental limitations of otherwise-qualified individuals with disabilities or special disabled veterans, unless the accommodation would impose an undue hardship on the operation of our business. Please email thebrightside@sunlife.comto request an accommodation.

For applicants residing in California, please read our employee California Privacy Policy and Notice.

We do not require or administer lie detector tests as a condition of employment or continued employment.

Sun Life will consider for employment all qualified applicants, including those with criminal histories, in a manner consistent with the requirements of applicable state and local laws, including applicable fair chance ordinances.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran.

Job Category:

Claims - Health & Dental

Posting End Date:

27/08/2026

What Sun Life Assurance Company of Canada employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom