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Massachusetts Insurance News & Job Opportunities

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Latest News

M&A Activity in New England: map of ME, NH, VT, MA with a lighthouse, for an insurance mergers article.
Safeco homeowners hail claim transferred from Massachusetts to Colorado

Court Orders Homeowners’ Hail Claim Must Be Tried in Colorado

August 3, 2026

A Massachusetts federal judge transfers a Safeco hail claim to Colorado, finding the coverage dispute’s center of gravity was in Colorado.

Insurance Library Henry E. Hess Benefactor Society

Insurance Library Announces 2026 Members of the Hess Benefactor Society

August 3, 2026

The Insurance Library names six 2026 Henry E. Hess Benefactor Society members, recognizing its highest levels of financial support.

Plymouth Rock home insurance quoting through ChatGPT

Plymouth Rock Unveils New Home Insurance Quoting Tool on ChatGPT

August 3, 2026

Plymouth Rock launches home insurance quoting through ChatGPT and says independent agents can add resulting policies to their portfolios.

Cyber insurance application showing MFA and cybersecurity controls

Ten Cyber Insurance Pitfalls Every Producer Should Know

August 3, 2026

Ten cyber insurance coverage issues producers should know, from MFA applications and late notice to sublimits, exclusions and business interruption.

New England insurance agency M&A activity Q1 2026

Insurance Agency Mergers & Acquisitions in Massachusetts | Q2-2026

August 3, 2026

New England insurance agency M&A fell 47% in the first half of 2026, with eight publicly announced transactions compared with 15 a year earlier.

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

Insurance agency M&A fell 15% in the first half of 2026 to its slowest pace since 2016, while P&C agencies accounted for 68% of sellers.

mapfre-safety-insurance-acquisition.jpg

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

July 27, 2026

MAPFRE will acquire Safety Insurance in a $1.54 billion all-cash transaction, creating one of New England’s largest personal lines insurance groups.

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

July 27, 2026

Chubb reported strong Q2 2026 earnings while reducing underpriced property business and warning casualty pricing is failing to keep pace with rising loss costs.

Insurance Coverage Cases

Safeco homeowners hail claim transferred from Massachusetts to Colorado

Court Orders Homeowners’ Hail Claim Must Be Tried in Colorado

August 3, 2026

A Massachusetts federal judge transfers a Safeco hail claim to Colorado, finding the coverage dispute’s center of gravity was in Colorado.

Massachusetts Appeals Court decision expanding third party beneficiary rights under Section 29 payment bond law

Appeals Court Redefines “Contractual Relationship” Under Public Bond Statute

June 15, 2026

Mass. Appeals Court rules third-party beneficiary rights create a “contractual relationship,” avoiding Section 29’s 65-day bond notice requirement.

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Latest Agency Sales

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

King Risk Partners acquired Perry Insurance Agency of North Andover, Massachusetts, expanding its independent agency footprint in the state.

King Risk Partners Expands Massachusetts Presence with Acquisition of Perry Insurance Agency

July 6, 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

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

Construction site with workers on a roof, a clipboard labeled 'Workers’ Compensation Insurance Fraud' stamped FRAUD, a judge's gavel, and a book of Massachusetts General Laws.

Contractor Indicted For Comp Fraud On Sub Misreps

A Milford contractor was indicted on workers’ comp. insurance fraud charges on allegations that roofing work was misclassified to reduce 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

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

Lemonade has launched its app-based renters insurance platform in Vermont, allowing renters to obtain quotes, purchase policies and file claims digitally

Lemonade Launches Renters Insurance in Vermont With Rates Starting at $5 Per Month

July 7, 2026 By AC Editor

New Hampshire Insurance Department Monitoring NAIC Security Incident

July 6, 2026 By AC Editor

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Economic & Legislative News in Massachusetts

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.

Governor Maura Healey supports extending later bar hours in Massachusetts beyond the summer pilot program, citing economic benefits from tourism and major events.

Healey Touts the ‘Vibe,’ Wants Later Bar Hours to Stick Around

July 20, 2026 By State House News Service

Governor Maura Healey wants Massachusetts to continue later bar hours beyond the summer pilot, citing economic benefits from the World Cup and other major events.

The Federal Reserve's Beige Book reports that World Cup tourism boosted consumer spending across New England while economic pressures persisted for lower-income households.

World Cup Lifts Economy, but Lower-Income Households Stressed

July 20, 2026 By State House News Service

The Federal Reserve’s Beige Book says the World Cup boosted tourism and consumer spending across New England, while lower-income households continued to face economic pressures.

Massachusetts employers added 8,400 jobs in June while the state's unemployment rate declined to 4.4 percent, according to state labor officials.

Unemployment Ticks Down Amidst June Job Gains

July 20, 2026 By State House News Service

Massachusetts’ unemployment rate fell to 4.4% in June as employers added 8,400 jobs, led by gains in health care, construction and professional services.

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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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Job Board

MA Division of Insurance Advertisements

Massachusetts Division of Insurance notice to Samsung Fire and Marine Insurance about license amendment for property and casualty insurance in the Commonwealth, dated July 31, 2026.
Formal Massachusetts Division of Insurance notice about State Farm Life Insurance Company's license application to transact life, accident, and health insurance in the Commonwealth.
Formal notice from the Commonwealth of Massachusetts Division of Insurance about amending Wesco Insurance Company’s foreign license, dated July 27, 2026.
Framed formal notice from Massachusetts Division of Insurance about amending a foreign license for AXA XL Insurance Company Americas, dated July 23, 2026.
Formal regulatory notice dated July 31, 2026 from Massachusetts Division of Insurance to R.V.I. America Insurance Company about amending its foreign license to transact property and casualty insurance in the Commonwealth of Massachusetts.

Career News

Quincy Mutual appointed Gerald F. Cox as president and chief executive officer following his tenure as CFO of Hiscox USA.

Quincy Mutual Announces New CEO

Salem Five Insurance Services appointed Gregory Grintchenko as senior vice president of insurance sales to support the agency's continued growth strategy.

Salem Five Insurance Services Expands Leadership Team with Addition of Gregory Grintchenko

Gavin McPhail, Vice President and Chief Data Officer at Plymouth Rock Assurance.

Plymouth Rock Assurance Strengthens Leadership Team with Three Strategic Appointments 

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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

Agency Checklists, MA Insurance News, Mass. Insurance News, Bill Wilson, Insurance Commentary

InSurOp-Ed: Beware Online COI Systems!

By Bill Wilson

Agency Checklists, MA Insurance News, Mass. Insurance News, Mass. Insurance Coverage disputes

InsurOp-Ed: 3 Sources of Coverage Gaps That Lead to Claim Disputes

By Bill Wilson

InsurOp-Ed: InsurTech Conferences – Hear No Evil, Speak No Evil, See No Evil

By Bill Wilson

InsurOp-Ed: Understanding The Insurance Supply Chain

By Peter MacDonald

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In Memoriam

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

Michael R Quinn longtime leader of Allan M Walker Insurance Agency in Taunton Massachusetts

Taunton Insurance Leader Michael R. Quinn Dies at 70

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