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Massachusetts Insurance News & Job Opportunities

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Latest News

Split road-sign infographic comparing Massachusetts and Boston driving rankings, with a highway and city skyline in the background.

The IFB: 106,707 Referrals Resulting in 4,823 Criminal Prosecutions

August 31, 2026

The Massachusetts IFB’s latest report reviews fraud trends, enforcement statistics, the Maxwell decision and key compliance lessons for insurers and agencies.

WTW Sues Lockton After 18 Employees Exit in 44 Minutes

August 31, 2026

WTW sued Lockton after 18 construction brokerage employees resigned within 44 minutes, alleging client solicitation, contract breaches and fiduciary-duty violations.

Duffy Insurance Acquires Stephen J. Szczepanik Insurance Agency of Dracut, MA

August 31, 2026

Duffy Insurance Agencies acquired the 62-year-old Stephen J. Szczepanik Insurance Agency, expanding its Massachusetts footprint while preserving local service.

First Circuit Marsh insurance broker yacht coverage decision

First Circuit: No Broker Duty Without an “Intelligible Request”

August 31, 2026

The First Circuit affirmed dismissal of negligence, contract and fiduciary-duty claims against Marsh, holding that disclosing a yacht did not constitute an intelligible request for additional insurance coverage.

The Dowd Agencies has repurchased Quincy Mutual's minority ownership interest and restored full family ownership.

Dowd Agencies Return To Full Family Ownership With Buyback Of Quincy Mutual’s 20% Interest

August 30, 2026

The Dowd Agencies repurchased Quincy Mutual’s minority ownership interest, restoring full family ownership after a decade-long strategic alliance.

Northeast Homeowners Insurance Market banner with a rising blue line chart on the right and research title

NAIC: Northeast Homeowners Market Competitive Though Nonrenewals Jump 147%

August 10, 2026

NAIC data show Northeast homeowners premiums rose 55% since 2018 while nonrenewals surged, even as the region remained highly competitive.

Infographic for Liberty Mutual: headline about independent agents powering U.S. retail business; 67.5% of USRM premiums from independent agents, with icons for independent agent, direct, and exclusive agency and their percentages.

Independent Agencies Make Up 2/3rds of Liberty’s U.S. Retail Premium

August 10, 2026

Independent agents now account for 67.5% of Liberty Mutual’s U.S. Retail Markets premium as the insurer reshapes its distribution model.

Massachusetts Division of Insurance enforcement actions involving insurance producer licensing and regulatory settlements.

DOI Enforcement Actions in 2026 Not Previously In Agency Checklists

August 10, 2026

The Massachusetts Division of Insurance resolved four producer enforcement actions involving license revocation, expired licenses, policy loans and settlements.

Insurance Coverage Cases

First Circuit Marsh insurance broker yacht coverage decision

First Circuit: No Broker Duty Without an “Intelligible Request”

August 31, 2026

The First Circuit affirmed dismissal of negligence, contract and fiduciary-duty claims against Marsh, holding that disclosing a yacht did not constitute an intelligible request for additional insurance coverage.

Massachusetts Supreme Judicial Court decision holding that one covered allegation triggered MAG Mutual's regulatory defense obligation.

One Covered Allegation Triggers Full Regulatory Defense Duty, SJC Rules

August 10, 2026

The Massachusetts SJC ruled one covered allegation triggered MAG Mutual’s regulatory defense obligation, expanding duty-to-defend principles.

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Latest Agency Sales

Duffy Insurance Acquires Stephen J. Szczepanik Insurance Agency of Dracut, MA

August 31, 2026

New England insurance agency M&A activity Q1 2026

Insurance Agency Mergers & Acquisitions in Massachusetts | Q2-2026

August 3, 2026

Insurance agency M&A activity fell 15% in the first half of 2026, according to OPTIS Partners.

Insurance Agency M&A Falls 15% in First Half of 2026

August 3, 2026

mapfre-safety-insurance-acquisition.jpg

MAPFRE-Safety Merger Creates New Force in Massachusetts P&C Insurance

July 27, 2026

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DOI News

Massachusetts Auto damage appraiser news

ADALB Moves to Clarify Licensed Appraiser Requirements for Repair Shops

June 20, 2026

Home Insurance Premiums Rose 12.7% During 2024 says Latest DOI Report

February 2, 2026

DOI Issues Consumer Advisory Regarding Roof-Related Insurance Notices

November 6, 2025

DOI Issues Q&A on Protected Accessory Dwelling Units

October 23, 2025

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CAR News

Massachusetts private passenger automobile insurance market share rankings

4th Look 2026: Look 2026: Market Share Report for MA Auto Insurance Marketplace

July 13, 2026 By AC Editor

Massachusetts commercial auto insurance market share and premiums based on CAR data

4th Look 2026: Market Share Report for MA Commercial Auto Insurers

July 13, 2026 By AC Editor

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Insurance Fraud

The IFB: 106,707 Referrals Resulting in 4,823 Criminal Prosecutions

The Massachusetts IFB’s latest report reviews fraud trends, enforcement statistics, the Maxwell decision and key compliance lessons for insurers and agencies.

Massachusetts prosecutors allege Roof Kings underreported payroll and uninsured subcontractor exposure to avoid workers' compensation insurance premiums.

Grand Jury Indicts In $585K Workers’ Comp Fraud Scheme

Roof Kings owner Craig Galligan and his company were indicted on workers’ compensation fraud charges alleging nearly $585,000 in unpaid insurance premiums

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Ratings & Results

Chubb reported strong second-quarter 2026 earnings while reducing underpriced property business and warning that casualty pricing continues to lag rising loss costs.

Chubb Q2 Net Profit Down 3.8% as Combined Ratio Improves

The Hartford reported strong second-quarter 2026 earnings driven by Business Insurance growth, improved Personal Insurance underwriting, and a new $4.2 billion stock repurchase authorization.

The Hartford Reports Strong Q2 Results as Business Insurance Drives Growth, Personal Lines Profitability Improves

AM Best revised its outlook for Safety Insurance Group to negative while affirming the company's financial strength and issuer credit ratings.

AM Best Revises Safety Insurance Outlook to Negative, Affirms Ratings

AM Best report showing moderation in auto and homeowners insurance rate increases in 2025

Best’s Special Report: Personal Auto and Homeowners Markets’ Stabilization Evident Despite a Decline in Approved Rate Changes

Arrow Mutual Liability Insurance Company rating downgrade illustration showing AM Best downgrade concept

AM Best Downgrades Arrow Mutual Liability Insurance Company Ratings

Liberty Mutual earnings results

Liberty Mutual Posts $2 Billion Quarter as It Shifts from Defense to Growth

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New England Newswire

Arbella Insurance Group's commercial lines office in Bedford, New Hampshire.

Arbella Opens First Commercial Lines Office in New Hampshire

August 31, 2026 By AC Editor

New Hampshire Insurance Department fiscal 2026 results

New Hampshire Insurance Department Contributes $189.2 Million To State General Fund

August 10, 2026 By AC Editor

New Hampshire Insurance Department Says All Department-Requested Bills Became Law in 2026

July 27, 2026 By AC Editor

Sign for Vermont Mutual Insurance Group with logo and brick building in background.

Vermont Mutual To Reorganize As Mutual Holding Company

July 12, 2026 By Owen Gallagher

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Economic & Legislative News in Massachusetts

Boston skyline representing a Federal Reserve study of Massachusetts household wealth.

Study Pegs Median Net Wealth of Massachusetts Families at $370,000

August 31, 2026 By State House News Service

A Boston Fed survey found Massachusetts median family wealth reached $374,000, while one-third of households could not cover a $400 emergency expense.

Massachusetts cannabis news

Higher Cannabis License Cap Worries Some in Industry

August 10, 2026 By State House News Service

Mass. cannabis businesses raised concerns that new Cannabis Control Commission regulations could accelerate the consolidation of the marketplace.

Boston skyline representing Massachusetts economic growth

Massachusetts Remains on Moderate Economic Growth Path

August 10, 2026 By State House News Service

MassBenchmarks reports Massachusetts economic growth outpaced the U.S. in Q2 2026, while Boston inflation remained significantly above the national rate.

The Massachusetts Senate approved amendments authorizing speed cameras in school, safety, and construction zones as part of an economic development bill.

Senate Agrees to Limited Use of Cameras to Enforce Speed Limits

July 27, 2026 By State House News Service

The Massachusetts Senate approved amendments authorizing speed cameras in school and construction zones while advancing new truck safety proposals.

Massachusetts Insurance Commissioner Michael Caljouw warned that rising health insurance premiums have reached an inflection point for the state's fully insured market.

Health Insurance Woes Reaching ‘Inflection Point,’ Commissioner Says

July 27, 2026 By State House News Service

Massachusetts Insurance Commissioner Michael Caljouw says rising premiums and worsening risk pools have pushed health insurance to an “inflection point.”

Massachusetts lawmakers are considering AI safety legislation as a new poll finds broad public support for regulating large artificial intelligence developers.

Poll: Voters Want Guardrails on Large AI Companies

July 20, 2026 By State House News Service

A new MassINC poll found strong voter support for Massachusetts AI safety regulations as the Senate considers legislation governing frontier AI developers.

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Company Newswire

The winner of the MAIW/Essex Chapter Scholarship for 2026

The Winners Of The MAIW’s Essex/Middlesex Chapter 2026 Estelle Jeter Scholarship

This is the 88th year of operation for the Massachusetts Association of Insurance Women.

Arbella Insurance Foundation hunger relief campaign supporting food pantries across New England

Arbella Insurance Foundation Raises Over $214,000 for Hunger Relief Programs Across New England

Arbella Insurance Foundation raises $214K for hunger relief, supporting 120 food programs across New England amid rising food insecurity.

MassMutual turns 175, Marking Generations of Delivering on its Commitments

MassMutual marks its 175th anniversary, highlighting policyholder focus, $1T in coverage, and a legacy of dividends and community support.

Disney Wild About Safety program relaunch with FM collaboration focused on family safety education and risk awareness

FM and Disney Relaunch ‘Disney Wild About Safety,’ Presented by FM

FM and Disney relaunch the Wild About Safety program, expanding global safety education through updated content and enhanced storytelling.

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Career News

Coverys appointed Walter Grote as Chief Underwriting Officer.

Coverys Appoints Walter Grote as Chief Underwriting Officer

Arbella Insurance Appoints Two New Members to its Board of Directors

Arbella Insurance Appoints Two New Members to its Board of Directors 

Kyle Booth has been appointed Vermont Marketing Representative for Union Mutual Insurance Company.

Union Mutual Announces New Vermont Marketing Representative

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Listen Now

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Interviews

From Nuptials, Tickets, and Taxes to Trusted Advisor: One Agency’s Unique Path to P&C Success

A Conversation with Evan Silverio, President & CEO of Silverio Insurance Group

Deland, Gibson Celebrates 125 Years: A Conversation with CEO Chip Gibson

The Fourth-Generation Family-Owned Agency is Based in Wellesley

Talking with Richard Welch: Growth and Innovation at Hospitality Mutual | Agency Checklists

Talking with Richard Welch: Growth and Innovation at Hospitality Mutual

Mr. Welch is CEO of Massachusetts-based Hospitality Insurance Group

Born and Bred in the Bay State: The Special Agent Story

Our Latest Agency Interview is with the Founder & President of Special Agent

A Conversation with Daniel C. Bridge – The 2023 Insurance Professional of the Year

Daniel Bridge is Board Chair, President, and CEO of Vermont Mutual Insurance Group

Making The Leap From Corporate to Entrepreneur: Nadeen Vella On Building NaVella Insurance From Scratch

Making The Leap From Corporate to Entrepreneur: Nadeen Vella On Building NaVella Insurance From Scratch

Our latest Agency Interview is with Nadeen Vella, the founder and owner of a virtual scratch independent agency.

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InsurOp-Eds

Business Interruption Insurance Massachusetts

InsurOp-Ed: Triple-I Thoughts on Business Interruption Litigation Filings

By Agency Checklists

What Saving 15% Gets You…

By Bill Wilson

The Paradigm Shift in AI: From Chatbots to Autonomous Agents

By Owen Gallagher

InSurOp-Ed: Auto Insurance and Resident Adult Children

By Bill Wilson

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In Memoriam

Jean E. Petersen worked more than 30 years at Kirby Insurance Agency in Whitman, Massachusetts.

In Memoriam: Jean E. Petersen, 1939-2026

Gordon Elliott Taylor, longtime owner of the Blackmer Insurance Agency in Shelburne, Massachusetts, who served the local insurance community for decades.

In Memoriam: Gordon Elliott Taylor

William R Berkley founder of W R Berkley Corporation and leader in commercial insurance industry

W. R. Berkley Corporation Announces the Passing of Its Founder and Executive Chairman, William R. Berkley

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