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Remote Stop Loss Insurance Jobs in Boston, MA (NOW HIRING)

Liberty Mutual Insurance

Senior Claims Representative

MA · On-site +1

$46K/yr

This approach optimizes both remote and in-person interactions, enabling you to connect and ideate ... make damage and loss assessments. * Extensive and timely direct interaction with Insured ...

Ketch

Director of RevOps

Boston, MA · Remote

Unlike legacy tools that stop at cookie banners, Ketch governs how data is actually used across a ... Remote-friendly with flexible scheduling built around core collaboration hours * Commuter benefits ...

New

Ketch

Director of RevOps

Boston, MA · Remote

Unlike legacy tools that stop at cookie banners, Ketch governs how data is actually used across a ... Remote-friendly with flexible scheduling built around core collaboration hours * Commuter benefits ...

New

Efi global

Forensic Structural Engineer, P.E.

Boston, MA · On-site +1

Over the last four decades, we have grown from a boutique firm specializing in handling insurance ... We are seeking a skilled Structural Engineer for a remote forensic engineering position in a fast ...

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Showing results 21-40

All JobsStop Loss Insurance JobsRemote Stop Loss Insurance JobsRemote Stop Loss Insurance Jobs in Boston, MA

Remote Stop Loss Insurance information

See Boston, MA salary details

$17

$34

$67

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

As of Sep 3, 2026, the average hourly pay for remote stop loss insurance in Boston, MA is $34.13, according to ZipRecruiter salary data. Most workers in this role earn between $20.91 and $51.44 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 Boston, MA?

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

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

The top searched job categories for Remote Stop Loss Insurance jobs in Boston, MA are:

What cities near Boston, MA are hiring for Remote Stop Loss Insurance jobs?

Cities near Boston, MA 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 Boston, MA as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $71,000 per year, or $34.1 per hour.

Senior Claims Specialist II (Construction Liability Bodily Injury and GL Property Damage)

Liberty Mutual Insurance

MA • On-site, Remote

$75K/yr

Full-time

This job post has expired today. Applications are no longer accepted.

Liberty Mutual rating

8.7

Company rating: 8.7 out of 10

Based on 162 frontline employees who took The Breakroom Quiz

72nd of 315 rated insurance

Job description

Description
If you're looking for a claims role where you can make a real impact-not just manage a desk-this is it. Our Construction Liability team handles moderate to high-exposure 3rd party bodily injury and general liability property damage claims for some of the largest owner/developers, general contractors, and subcontractors across the country. From NY Labor Law and OCIP/CCIP programs to auto accidents, road construction losses, underground utility strikes, and major liability exposures tied to active job sites across the Country, the work is challenging, fast-moving, and meaningful.
The Senior Claims Specialist works within a Claims Team navigating some of the most challenging construction claims in the industry. You will work in a team of claims professionals who may work in office or remote depending on their location. You will partner with a strong leadership team that values accountability, collaboration, and growth. If you enjoy working along top talent, making tough decisions, and being part of a team that takes pride in doing the right thing at the right time, this is a place where you can build something bigger than just your next role.
This includes making decisions about liability/compensability, evaluating losses, negotiating settlements and managing an inventory of commercial property/casualty claims involving bodily injury or property loss. The Senior Claims Specialist may also assist the Claims Team Manager with assigning new claims to team members, providing technical direction, and monitoring caseloads.
This is a remote position. You will be required to go into the office twice a month if you reside within 50 miles of one of the following offices: Boston, MA; Suwanee, GA; Plano, TX or Hoffman Estates, IL. Please note this policy is subject to change.
Responsibilities:
  • Plans and conducts investigations of multi-party construction bodily injury and property damage liability claims across jurisdictions. Independently manage moderate to high exposure claims involving Commercial General Liability policies including OCP, OCIP, CCIP and Self-Insured Retention programs. Conduct timely liability investigations, evaluate risk transfer opportunities, and develop defense strategies in coordination with counsel to drive efficient, outcome-focused resolutions.
  • Drive proactive claim outcomes through early investigations and strategic decision making. Own the full claim lifecycle from coverage analysis and reserving to negotiation and resolution - by making timely, well-supported decisions. Actively manage litigation, set clear expectations with clients and counsel, and pursue early resolution strategies to reduce cycle time, legal spend, and overall claim severity.
  • Acts as senior technical professional on team, mentor and elevate team performance through coaching. Serve as a resource for less experienced adjusters by providing real-time guidance on coverage, liability, and investigation strategy. Reinforce best practices in documentation, reserving and communication, contributing to improved QA outcomes and consistent execution across the team.
  • Participates in conducting Suit Committees, Roundtables, Arbitrations, Mediations, field investigations and may assist in conducting closed file reviews.
  • Performs other duties as assigned.

Qualifications
  • Moderate technical expertise handling commercial auto and general liability bodily injury and property damage claims preferred. Demonstrated ability to handle multi-part litigation, contract interpretation, and risk transfer (additional insured and indemnity) preferred. interpersonal skills to communicate and negotiate with customers and conduct investigations required.
  • 4-6 years experience in managing 3rd party bodily injury and property damage litigated claims for both insured and self-insured clients, including directing defense counsel, evaluating exposure, and negotiating settlements.
  • Demonstrated leadership ability and time management skills to delegate work appropriately and organize resources effectively.
  • Licensing required in some states

About Us
Pay Philosophy: The typical starting salary range for this role is determined by a number of factors including skills, experience, education, certifications and location. The full salary range for this role reflects the competitive labor market value for all employees in these positions across the national market and provides an opportunity to progress as employees grow and develop within the role. Some roles at Liberty Mutual have a corresponding compensation plan which may include commission and/or bonus earnings at rates that vary based on multiple factors set forth in the compensation plan for the role.
At Liberty Mutual, our goal is to create a workplace where everyone feels valued, supported, and can thrive. We build an environment that welcomes a wide range of perspectives and experiences, with inclusion embedded in every aspect of our culture and reflected in everyday interactions. This comes to life through comprehensive benefits, workplace flexibility, professional development opportunities, and a host of opportunities provided through our Employee Resource Groups. Each employee plays a role in creating our inclusive culture, which supports every individual to do their best work. Together, we cultivate a community where everyone can make a meaningful impact for our business, our customers, and the communities we serve.
We value your hard work, integrity and commitment to make things better, and we put people first by offering you benefits that support your life and well-being. To learn more about our benefit offerings please visit: https://www.libertymutualgroup.com/about-lm/careers/benefits
Liberty Mutual is an equal opportunity employer. We will not tolerate discrimination on the basis of race, color, national origin, sex, sexual orientation, gender identity, religion, age, disability, veteran's status, pregnancy, genetic information or on any basis prohibited by federal, state or local law.
Fair Chance Notices
  • California
  • Los Angeles Incorporated
  • Los Angeles Unincorporated
  • Philadelphia
  • San Francisco

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About Liberty Mutual

Sourced by ZipRecruiter

Since 1912, we've grown into the fifth largest global property and casualty insurer based on 2022 gross written premium. We also rank 86 on the Fortune 100 list of largest corporations in the US based on 2022 revenue. ​At Liberty Mutual Insurance we work hard every day to support our customers and our people, so they can protect their families, build their businesses and invest in their futures. We are headquartered in Boston, but our people, our customers and our reach span the globe. So to better serve our global customers and employees, we are organized into three business units.

Industry

Insurance services

Company size

10,000+ Employees

Headquarters location

Boston, MA, US

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