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Remote Stop Loss Insurance Jobs (NOW HIRING)

Jencap

Senior Underwriter - Medical Stop Loss

Danvers, MA · On-site +1

$104.20K - $123.20K/yr

About the Company: Aran Insurance Underwriters is a leading provider of innovative insurance ... S. will be considered for a fully remote arrangement . Key Responsibilities: * Underwrite new and ...

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 ...

Berkley

Stop Loss Underwriter

Trenton, NJ · Remote

$90K - $110K/yr

... casualty insurers in the United States. #LI-AV1 #LI-Remote The Company is an equal employment ... Responsibilities As a Stop Loss Underwriter , you will seek profitable growth of the company ...

Sun Life Financial

Stop Loss & Health Claim Analyst

OR · On-site +1

$54.10K - $81.20K/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 ...

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Remote Stop Loss Insurance information

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$15

$31

$62

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

As of May 30, 2026, the average hourly pay for remote stop loss insurance in the United States is $31.42, according to ZipRecruiter salary data. Most workers in this role earn between $19.23 and $47.36 per hour, depending on experience, location, and employer.

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 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 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.

More about Remote Stop Loss Insurance jobs
What cities are hiring for Remote Stop Loss Insurance jobs? Cities with the most Remote Stop Loss Insurance job openings:
What are the most commonly searched types of Stop Loss Insurance jobs? The most popular types of Stop Loss Insurance jobs are:
What states have the most Remote Stop Loss Insurance jobs? States with the most job openings for Remote Stop Loss Insurance jobs include:
What job categories do people searching Remote Stop Loss Insurance jobs look for? The top searched job categories for Remote Stop Loss Insurance jobs are:
Remote Stop Loss Insurance jobs near you
Infographic showing various Remote Stop Loss Insurance job openings in the United States as of May 2026, with employment types broken down into 56% Full Time, 33% Part Time, and 11% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $65,353 per year, or $31.4 per hour.
Stop Loss Assistant Underwriter Remote

Stop Loss Assistant Underwriter Remote

Criterion Executive Search

Remote

$20 - $27.50/hr

Full-time

Posted 8 days ago

Job description

Seeking a REMOTE Stop Loss Assistant UnderwriterWe're looking for a Stop Loss Underwriting Assistant with strong analytical and multi-tasking skills. If you are passionate about stop loss underwriting, we’d like to hear from you. You'll work remotely supporting a team of seasoned Stop Loss Underwriters while providing administrative support Responsibilities:• Support Underwriters with reviewing new and renewal submission, gathering information, preparing RFPs for analysis and data entry in Connexure.

Qualifications:• 2+ years of medical stop loss underwriting/processing experience (Carrier, MGU/MGA,)• Strong analytical skills• Proficiency in Microsoft Office, Word & Excel• Excellent written and verbal communication skills• Ability to work independently in a remote environment with minimal supervision• Detail-oriented with strong organizational and time management skills• Knowledge of stop loss insurance About Us: We are a specialty insurance company focused on providing innovative stop loss solutions to self-funded employer groups across the United States. Our team of experienced professionals delivers best-in-class products and exceptional service to our broker partners and clients. As a growing organization, we offer the opportunity to make a meaningful impact while working in a supportive, collaborative environment. Salary: $map.get("vacancy_salary-text").

Date posted: 05/22/2026

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