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Remote Insurance Underwriter Jobs in Randolph, MA

Remote Insurance Agent

Boston, MA · Remote

$80K - $120K/yr

... insurance license; licensing support and guidance provided. * Reliable computer, high-speed internet connection, and a quiet workspace for client calls. What We Offer * 100% remote work with a ...

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Underwriter

Arlington, MA · On-site +1

$65K - $98K/yr

The Underwriter will demonstrate knowledge of the mortgage industry and assist with planning and ... health insurance coverage, a team member wellness program, life and disability insurance, a ...

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Remote Insurance Underwriter information

See Randolph, MA salary details

$33.1K

$80.4K

$142.2K

How much do remote insurance underwriter jobs pay per year?

As of Aug 20, 2026, the average yearly pay for remote insurance underwriter in Randolph, MA is $80,430.00, according to ZipRecruiter salary data. Most workers in this role earn between $62,200.00 and $88,700.00 per year, depending on experience, location, and employer.

What is a remote insurance underwriter?

A remote insurance underwriter is a professional who evaluates insurance applications, assesses risk, and determines policy terms and premiums, all while working from a location outside of a traditional office, such as from home. They review documentation, analyze data, and make recommendations using digital tools and communication platforms. This role requires strong analytical skills, attention to detail, and knowledge of insurance regulations and guidelines. Remote underwriters often collaborate with agents, brokers, and clients electronically to ensure accurate policy issuance and risk management.

What does a remote insurance underwriter do?

The job duties of a remote insurance underwriter focus on assessing the risk in insurance policies. In this virtual position, you work from home or from a remote office to evaluate the risk of each client who has applied. You may also review insurance coverage for excessive risk. After reviewing financial documents, risk assessments, and insurance needs, your responsibilities include deciding whether to approve or deny an insurance application. Underwriting may require you to deny coverage for clients that you deem high risk.

What are the key skills and qualifications needed to thrive as a remote insurance underwriter, and why are they important?

To thrive as a Remote Insurance Underwriter, you need strong analytical abilities, attention to detail, and a solid understanding of risk assessment and insurance principles, typically backed by a bachelor’s degree in finance, business, or a related field. Proficiency with underwriting software, risk management systems, and familiarity with industry certifications like CPCU or AU is highly valued. Excellent written communication, time management, and decision-making skills help remote underwriters collaborate effectively and manage workloads independently. These skills ensure accurate risk evaluations, compliance with regulations, and efficient remote operations within the insurance sector.

What are some common challenges faced by remote insurance underwriters and how can they be managed?

Remote insurance underwriters often face challenges such as maintaining effective communication with team members and staying updated on changing underwriting guidelines. Working remotely requires strong self-discipline to manage workloads across multiple cases and deadlines without direct in-person supervision. Utilizing collaboration tools, setting regular check-ins with colleagues, and staying proactive in seeking clarification on complex cases can help overcome these challenges. Additionally, remote underwriters should take advantage of ongoing training resources to keep their skills and industry knowledge current.

What is the difference between Remote Insurance Underwriter vs Remote Insurance Claims Adjuster?

AspectRemote Insurance UnderwriterRemote Insurance Claims Adjuster
Required CredentialsInsurance licenses, underwriting certificationsClaims adjusting licenses, insurance certifications
Work EnvironmentOffice or remote, analyzing risk dataRemote, investigating claims and assessing damages
Employer & Industry UsageInsurance companies, brokers, underwritersInsurance companies, third-party claims firms

Remote Insurance Underwriters and Claims Adjusters both work in the insurance industry, often remotely, but focus on different aspects. Underwriters evaluate risk to determine policy terms, while Claims Adjusters investigate and settle claims. Both roles require specific licenses and certifications, and are essential in the insurance process, but they serve distinct functions within the industry.

What is the best insurance company to work for remotely?

Several insurance companies are recognized for offering strong remote work opportunities for insurance underwriters, including companies like Liberty Mutual, The Hartford, and Progressive. These firms often provide flexible schedules, remote collaboration tools, and opportunities for professional development in underwriting. Job seekers should consider company culture, benefits, and remote work policies when evaluating options.

What cities near Randolph, MA are hiring for Remote Insurance Underwriter jobs?

Cities near Randolph, MA with the most Remote Insurance Underwriter job openings:

Infographic showing various Remote Insurance Underwriter job openings in Randolph, MA as of August 2026, with employment types broken down into 1% As Needed, 64% Full Time, 28% Part Time, 3% Temporary, and 4% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $80,430 per year, or $38.7 per hour.

Senior Underwriter, Structured Solutions - Remote

Trisura Guarantee Insurance Company

Boston, MA • On-site, Remote

$107K - $126K/yr

Full-time

Medical, Dental, Vision, Retirement

Posted 23 days ago


Job description

At Trisura, we expect more because we believe it can be done better.
Trisura brings innovative solutions and expertise through a select network of both national and regional brokerage firms in the commercial insurance space.
Trisura is a growth-oriented team with a commitment to attracting and retaining exceptional talent. Our growth has awarded us accolades, and our entrepreneurial style and niche market position ensure that our people see the results of their hard work reflected in the company's success. As our organization continues to grow, we are investing in enterprise-wide process maturity, system governance, and delivery excellence to support scalable and compliant operations.
Senior Underwriter - Structured Solutions
Remote - USA
Reporting to the Executive Vice President, Structured Solutions, the successful candidate will be a passionate, results-driven underwriter with the experience and vision to grow our Structured Solutions portfolio. Working in close collaboration with our ceded reinsurance, legal, client relations, finance and claims teams, you will evaluate and execute program opportunities from end to end. You will play a key role in developing underwriting guidelines, procedures, and policy language, building rating plans, and providing strategic oversight of a growing book of business.
As an integral member of the team, you will bring:
  • 10+ years of commercial underwriting experience with a focus on multi-line portfolio management.
  • Strong communication, relationship management, organizational and analytical skills, with a demonstrated ability to manage a portfolio of business.
  • Familiarity with rating and policy issuance platforms, with the ability to quickly learn and adapt to proprietary systems.
  • Working knowledge of ISO, admitted and non-admitted product execution.
  • Proven understanding of manuscript and admitted form language, including policy coverage analysis.
  • Demonstrated ability to leverage analytical tools, data reports and underwriting technology.
  • The ability to thrive in a dynamic, fast-paced environment, adapting quickly, collaborating broadly and delivering solutions under pressure.
  • Flexibility, a willingness to learn on the job, and a positive, can-do attitude.
  • A highly motivated, results-oriented mindset with a proven track record as a creative problem solver.
  • Excellent verbal and written communication skills.
  • Willingness to travel approximately 30% of the time.

Responsibilities include:
  • Preparing underwriting review documents and summaries for presentation to senior management for each assigned program, including plans for new business, renewal rate management, and expected retentions, all designed to position the division to meet its profit objectives.
  • Participating in underwriting reviews and conducting additional file reviews as needed.
  • Leveraging data and analytics to actively manage all programs and drive profitability through consistent monitoring of renewals, rate targets, retentions, trends, and lost business, on a monthly basis.
  • Developing a thorough understanding of each assigned program, including the relevant industries, their loss exposures, and any needed updated to program eligibility and coverage terms, in order to minimize unanticipated adverse exposures.
  • Proactively identify training opportunities at the Program Administrator level to strengthen line-of-business knowledge, and guiding Program Administrators in risk selection, pricing, coverage terms and conditions in alignment with authorities granted by Trisura.
  • Demonstrating a clear understanding of industry changes and their potential impact by line-of-business, and providing well-articulated recommendations during the account referral process.
  • Ensuring Program Administrator meet Trisura's underwriting expectations and remain aligned with business plans through active management of underwriting guidelines, file reviews, and client relations meetings.
  • Collaborating with Actuarial, Finance, Claims, Operations, Compliance, Systems, and Legal teams as required.
  • Developing and maintaining strong working relationships with Program Administrators through regular on-site visits, conference calls, and overseeing the onboarding and implementation of new programs.
  • Leading new program opportunity due diligence reviews and overseeing the onboarding and implementation of new programs.
  • Successfully managing the renewal of current program relationships on an annual basis.

If you are looking for a career at an exciting and rewarding company, driven to excel, thriving in a team environment, and eager to contribute to an organization that truly values your input, we want to hear from you!
We thank all candidates for their interest, however, only those selected for an interview will be contacted.
Here at Trisura, we are committed to an inclusive and barrier-free workplace that reflects diversity. Accommodation will be provided on request for candidates taking part in all aspects of our recruitment and selection process. All qualified applications will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identify, national origin, disability or protected veteran status.
The salary range is expected to be $175,000 to $200,000 plus bonus, based on geographical location and experience. Trisura offers a comprehensive benefit package that includes medical, dental, and vision insurance, as well as 401(k) with company match and Employee Stock Purchase Plan.
www.trisura.com