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Remote Stop Loss Insurance Jobs (NOW HIRING)

Stop Loss Underwriter

Trenton, NJ ยท Remote

$90K - $110K/yr

... casualty insurers in the United States. #LI-AV1 #LI-remote The company is an equal employment ... As a Stop Loss Underwriter, you will seek profitable growth of the company's portfolio of stop loss ...

New

Stop Loss Underwriter

Trenton, NJ ยท Remote

$90K - $110K/yr

... casualty insurers in the United States. #LI-AV1 #LI-remote The company is an equal employment ... As a Stop Loss Underwriter, you will seek profitable growth of the company's portfolio of stop loss ...

Stop Loss Underwriter

Las Vegas, NV ยท On-site +1

$60K - $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 ...

... casualty insurers in the United States. #LI-AV1 #LI-Remote The Company is an equal employment ... As a Sr. Stop Loss Underwriter , we'll trust you to seek profitable growth of the company ...

Stop Loss Underwriter

Stevens Point, WI ยท On-site +1

$60K - $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 ...

Stop Loss Aggregate Analyst

$18.50 - $35.29/hr

Minimum of 2 years of experience in healthcare claims processing or a related health insurance ... Stop loss or reinsurance experience * Experience preparing or supporting stop loss claim filings

New

Underwriter

Itasca, IL ยท 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 ...

Brown & Brown is seeking a Trainer Stop Loss Claims to join our growing team! The incumbent is ... Medical/Rx, Dental, Vision, Life Insurance, Disability Insurance * Financial Benefits: ESPP; 401k;

... casualty insurers in the United States. #LI-AV1 #LI-Remote The Company is an equal employment ... As a Sr. Stop Loss Underwriter , we'll trust you to seek profitable growth of the company ...

Brown & Brown is seeking a Trainer Stop Loss Claims to join our growing team! The incumbentis ... Medical/Rx, Dental, Vision, Life Insurance, Disability Insurance * Financial Benefits : ESPP; 401k;

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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 Aug 22, 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 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.

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:

Infographic showing various Remote Stop Loss Insurance job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 21% Part Time, and 5% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $65,353 per year, or $31.4 per hour.

Stop Loss Underwriter

Berkley

Trenton, NJ โ€ข Remote

$90K - $110K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 2 days ago

New


Job description

Berkley Accident and Health is a risk management company that designs innovative solutions to address the unique challenges of each client. With our entrepreneurial culture and a strong emphasis on analytics, we can help employers better manage their risk. We offer a broad range of products, including employer stop loss, benefit captives, provider stop loss, HMO reinsurance, and specialty accident. The key to Berkleyโ€™s success is our nimble approach to risk โ€“ our ability to quickly understand, think through, and devise a plan that addresses each clientโ€™s challenges, coupled with the strong backing of a Fortune 500 company. Our parent company, W. R. Berkley Corporation, is one of the largest and best managed property/casualty insurers in the United States.

  #LI-AV1 #LI-remote

The company is an equal employment opportunity employer.


This position can either be fully remote (if not within commutable distance to the office) or based in one of our offices:

  • Hamilton Square, NJ
  • Marlborough, MA
  • West Hartford, CT
  • Harleysville, PA

Our offices offer a hybrid work schedule with 4 days in the office; and 1 day remote where it makes sense to do so.

As a Stop Loss Underwriter, you will seek profitable growth of the companyโ€™s portfolio of stop loss business by analyzing and selecting risks based on qualified underwriting criteria that adhere to the companyโ€™s established underwriting guidelines. You will work closely with more seasoned underwriting staff to develop more advanced underwriting acumen over time. You'll gain a more thorough understanding of the Companyโ€™s clinical, actuarial, claims and distribution departments, all of which will advance the Underwriterโ€™s experience and judgement levels.

You'll work under the guidance of the Underwriting Manager. We'll trust you to manage your workload with a sense of urgency around quote deadlines and production targets. You'll partner closely with underwriting management to review more complex cases requiring a higher degree of underwriting authority. 

What  you can expect:

  • Culture of innovation, teamwork, supportive colleagues and leaders willing to invest in talent
  • Internal mobility opportunities 
  • Visibility to senior leaders and partnership with cross functional teams
  • Opportunity to impact change
  • Benefits โ€“ competitive compensation, paid time off, comprehensive wellness benefits and programs, employer funded health savings account, profit sharing, 401k, paid parental leave, employee stock purchase plan, tuition assistance and professional continuing education

We'll count on you to:

  • Write and retain profitable stop loss cases adhering to the companyโ€™s guidelines and within assigned letter of authority.
  • Establish the basics of medical underwriting by training with and learning from the Companyโ€™s internal Clinical Underwriting staff.
  • Properly complete and clearly articulate thought process around risk selection and pricing for efficient reviews with underwriting management and clinical staff.
  • Become acquainted with target production sources as well as BAH Sales and Account Management teams and begin establishing his/her own relationships using effective forms of communication. 
  • Accurately document underwriting thought process and authority reviews through company journal and filing system.

What you need to have:

  • Bachelorsโ€™ degree
  • 3+ years of progressive Stop Loss Underwriting experience or equivalent combination of education and experience.
  • A basic understanding of stop loss market dynamics, risk management strategies, and a strong desire to stay ahead of emerging risks in the market.
  • A basic skillset in the areas of math, communication and negotiation, with a strong desire to grow these skillsets under the direction and training of more seasoned staff.
  • Strong time management skills and self-discipline to effectively manage a large case load volume during peak production cycles.
  • Proficiency in Microsoft applications including Word, Excel and Outlook.

What makes you stand out:

  • Experience with David Young / Connexure System 
  • Ability to establish and maintain positive working relationships with all operational areas, management and staff to further the companyโ€™s mission
  • Strong consulting and interpersonal skills with an ability to interact with brokers, clients and service vendors.

We do not accept any unsolicited resumes from external recruiting agencies or firms.
The company offers a competitive compensation plan and robust benefits package for full time regular employees which for this role include:
Base Salary Range: $90,000 - $110,000
Eligible to participate in annual discretionary bonus.
Benefits: Health, Dental, Vision, Life, Disability, Wellness, Paid Time Off, 401(k) and Profit-Sharing plans.
The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment.
Sponsorship not Offered for this Role