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Remote Insurance Underwriter Jobs in Massachusetts

Promoted2

Remote Insurance Agent

Lowell, MA · Remote

$69K/yr

  • Medical

  • Dental

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 ...

Lone Star Careers

Remote Insurance Agent

Lowell, MA · Remote

$69K - $150K/yr

  • Medical

  • Dental

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

Promoted2

Remote Insurance Agent

Worcester, MA · Remote

$69K/yr

  • Medical

  • Dental

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 ...

HMG Careers

Remote Insurance Agent

Chelsea, MA · Remote

$69K/yr

  • Medical

  • Dental

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 ...

Promoted2

Remote Insurance Agent

Springfield, MA · Remote

$69K/yr

  • Medical

  • Dental

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 ...

HMG Careers

Remote Insurance Agent

Lawrence, MA · Remote

$69K/yr

  • Medical

  • Dental

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 ...

Lone Star Careers

Remote Insurance Agent

Springfield, MA · Remote

$69K - $150K/yr

  • Medical

  • Dental

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

HMG Careers

Remote Insurance Agent

Fall River, MA · Remote

$69K/yr

  • Medical

  • Dental

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 ...

Lone Star Careers

Remote Insurance Agent

Worcester, MA · Remote

$69K - $150K/yr

  • Medical

  • Dental

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

HMG Careers

Remote Insurance Agent

New Bedford, MA · Remote

$69K/yr

  • Medical

  • Dental

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 ...

HMG Careers

Remote Insurance Agent

Holyoke, MA · Remote

$69K/yr

  • Medical

  • Dental

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 ...

HMG Careers

Remote Insurance Agent

Brockton, MA · Remote

$69K/yr

  • Medical

  • Dental

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 ...

trisura

Senior Underwriter, Structured Solutions - Remote

Boston, MA · On-site +1

$107K - $126K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

... in the commercial insurance space. Trisura is a growth-oriented team with a commitment to ... Senior Underwriter - Structured Solutions Remote - USA Reporting to the Executive Vice President ...

trisura

Senior Underwriter, Structured Solutions - Remote

Boston, MA · On-site +1

$107K - $126K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

... in the commercial insurance space. Trisura is a growth-oriented team with a commitment to ... Senior Underwriter - Structured Solutions Remote - USA Reporting to the Executive Vice President ...

thg

Underwriter Portfolio Middle Market

Worcester, MA · On-site +1

Position is eligible for Hybrid or Remote work arrangement. POSITION OVERVIEW: The Sr. Portfolio Underwriting Specialist role is a key member of the home office underwriting team and will support ...

thg

Underwriter Portfolio Middle Market

Worcester, MA · On-site +1

Position is eligible for Hybrid or Remote work arrangement. POSITION OVERVIEW: The Sr. Portfolio Underwriting Specialist role is a key member of the home office underwriting team and will support ...

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All JobsInsurance Underwriter JobsRemote Insurance Underwriter JobsRemote Insurance Underwriter Jobs in Massachusetts

Remote Insurance Underwriter information

See Massachusetts salary details

$35.5K

$86.1K

$152.4K

How much do remote insurance underwriter jobs pay per year?

As of Aug 20, 2026, the average yearly pay for remote insurance underwriter in Massachusetts is $86,145.00, according to ZipRecruiter salary data. Most workers in this role earn between $66,600.00 and $95,000.00 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.
More about Remote Insurance Underwriter jobs

What are the most commonly searched types of Insurance Underwriter jobs in Massachusetts?

The most popular types of Insurance Underwriter jobs in Massachusetts are:

What are popular job titles related to Remote Insurance Underwriter jobs in Massachusetts?

For Remote Insurance Underwriter jobs in Massachusetts, the most frequently searched job titles are:

What job categories do people searching Remote Insurance Underwriter jobs in Massachusetts look for?

The top searched job categories for Remote Insurance Underwriter jobs in Massachusetts are:

What cities in Massachusetts are hiring for Remote Insurance Underwriter jobs?

Cities in Massachusetts with the most Remote Insurance Underwriter job openings:

Remote Insurance Underwriter jobs near you
Infographic showing various Remote Insurance Underwriter job openings in Massachusetts as of August 2026, with employment types broken down into 1% As Needed, 78% Full Time, 17% Part Time, and 4% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $86,145 per year, or $41.4 per hour.

Lead Disability Underwriter

Massachusetts Mutual Life Insurance Company (MassMutual)

Springfield, MA • On-site, Remote

$163K - $215K/yr

Full-time

Posted 23 days ago

MassMutual rating

7.8

Company rating: 7.8 out of 10

Based on 37 frontline employees who took The Breakroom Quiz

195th of 310 rated insurance

Job description

The Opportunity:
This role will primarily lead and support the modernization of MassMutual's Disability Income underwriting manual, including evaluation, redesign, and ongoing maintenance of evidence-based medical underwriting guidelines. This is a high-impact, strategic role shaping the future of DI underwriting at MassMutual and an opportunity to build next-generation underwriting guidelines that will support digital transformation and long-term risk performance. Ideal candidate will be a highly experienced Disability Underwriter.
This position is not generally attainable by all incumbents.
The Team:
You'll join a collaborative and forward-thinking team of underwriters from various backgrounds and product expertise, who are motivated to shape the underwriting landscape at MassMutual. As a team, we demonstrate accountability, agility, a dedication to being inclusive, a strong business acumen, and show courage and professionalism when advocating for a particular project or presenting a healthy challenge to the status quo.
The Impact:
  • Lead the modernization and ongoing evolution of MassMutual's Disability Income medical underwriting manual, ensuring it remains innovative, evidence-based, and aligned with business objectives.
  • Develop and maintain medical underwriting guidelines using clinical research, claims experience, emerging trends, and industry best practices.
  • Partner with Claims, Pricing, Medical Directors, Compliance, and Product teams to ensure underwriting guidance is competitive, effective, and appropriately aligned with risk objectives.
  • Translate complex medical, actuarial, and claims insights into clear, actionable underwriting guidance that promotes consistent risk assessment and decision-making.
  • Assess current underwriting frameworks and identify opportunities to improve guideline structure, usability, consistency, and scalability.
  • Support the development of digital and automated underwriting capabilities, including rules-based decisioning tools, knowledge bases, and future underwriting technologies.
  • Champion the adoption of new underwriting practices through training, change management, and ongoing engagement with underwriting teams.
  • Serve as a subject matter expert and strategic partner to underwriting leadership, helping strengthen risk governance, underwriting quality, and profitable growth.

The Minimum Qualifications
  • 10+ years of relevant work experience in DI Insurance Underwriting
  • Experience with research and writing guidelines
  • Mastery knowledge of individual DI insurance practices, underwriting standards, and operations
  • Demonstrated ability to research and interpret medical literature and translate into underwriting action
  • Must have an established approval limit without second signature

The Ideal Qualifications
  • Bachelor's Degree
  • Have an established approval limit
  • Industry exams/designations completed, e.g., ALU 101, 201, 202, LOMA, ALMI, FMLI, ALU, FALU, DIA, DIF, RHU, CLU
  • Direct experience developing or maintaining medical underwriting manuals or formal guideline frameworks
  • Familiarity with impairment-based underwriting frameworks and clinical risk stratification
  • Experience supporting automated / digital underwriting rule implementation

What You Can Expect at MassMutual
MassMutual offers the opportunity to do meaningful work within a purpose-driven organization that values long-term impact over short-term outcomes. In this role, you can expect:
  • Clear areas of ownership and accountability, with work that connects directly to company and customer outcomes
  • A collaborative environment where perspectives are welcomed
  • Access to learning, development, and internal networks that support continuous growth and skill-building over time
  • Employee-led communities and forums that foster connection, learning, and inclusion across the organization
  • A culture grounded in integrity, responsibility, and stewardship-supported by a company with a strong legacy and a future-focused mindset

#LI-MC1
Salary Range:
$163,900-$215,000
At MassMutual, we focus on ensuring fair equitable pay, by providing competitive salaries, along with incentive and bonus opportunities for all employees. Your total compensation package includes either a bonus target or in a sales-focused role a Variable Incentive Compensation component.
Why Join Us.
We've been around since 1851. During our history, we've learned a few things about making sure our customers are our top priority. In order to meet and exceed their expectations, we must have the best people providing the best thinking, products and services. To accomplish this, we celebrate an inclusive, vibrant and diverse culture that encourages growth, openness and opportunities for everyone. A career with MassMutual means you will be part of a strong, stable and ethical business with industry leading pay and benefits. And your voice will always be heard.
We help people secure their future and protect the ones they love. As a company owned by our policyowners, we are defined by mutuality and our vision to put customers first. It's more than our company structure - it's our way of life. We are a company of people protecting people. Our company exists because people are willing to share risk and resources, and rely on each other when it counts. At MassMutual, we Live Mutual.
MassMutual is an equal employment opportunity employer. We welcome all persons to apply.
If you need an accommodation to complete the application process, please contact us and share the specifics of the assistance you need.
At MassMutual, we focus on ensuring fair, equitable pay by providing competitive salaries, along with incentive and bonus opportunities for all employees. Your total compensation package includes either a bonus target or in a sales-focused role a Variable Incentive Compensation component. For more information about our extensive benefits offerings please check out our Total Rewards at a Glance.

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