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Massachusetts Insurance News & Job Opportunities

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Main Content

Latest News

U.S. homeowners insurance underwriting gain of $16.5 billion in 2025

U.S. Homeowners Insurers Post $16.5 Billion Underwriting Gain, Ending Six-Year Loss Streak

October 6, 2026

The U.S. homeowners insurance segment posted a $16.5 billion underwriting gain in 2025, avoiding an annual underwriting loss for the first time in six years, according to AM Best.

U.S. property casualty fronting market growth and reinsurance credit risk

AM Best: U.S. P/C Fronting Market Tops $30 Billion as Credit Risk Grows

October 6, 2026

The U.S. P/C fronting market continued to expand in 2025, with more than $30 billion in estimated premium, while AM Best warned that growing use of unrated and unauthorized reinsurers is increasing counterparty credit risk.

Senate inquiry into homeowners and personal auto insurance claims closed without payment

Senators Want Info on Insurers’ Use Of No-Pay Claim Practices

October 5, 2026

Sens. Elizabeth Warren and Josh Hawley are seeking 10 years of homeowners and personal auto claims data from Liberty Mutual and five other major insurers amid increases in claims closed without payment.

Massachusetts business confidence index rose to 48.6 in September 2026

Business Confidence Held in Negative Territory in September

October 5, 2026

Massachusetts business confidence improved in September, with the Associated Industries of Massachusetts index rising 1.2 points to 48.6, though sentiment remained in negative territory.

Insurance policy graphic for PURE homeowners claim involving Chapter 176D and Chapter 93A

Court: PURE Willfully Violated c. 176D, but Insureds’ 93A Claims Fail For Lack Of Damages Despite $16 Million In Claim Payments

October 5, 2026

A Suffolk Superior Court judge found that PURE willfully violated two provisions of Massachusetts’ unfair claims-settlement law, but the homeowners recovered nothing under Chapter 93A because they failed to prove compensable damages caused by those violations.

AM Best reports

AM Best: U.S. P/C Insurer Rating Downgrades Fall in First Half of 2026

October 5, 2026

AM Best reported substantially fewer U.S. property/casualty insurer rating downgrades in the first half of 2026, while upgrades increased and affirmations continued to dominate rating actions.

Ryan Towle receiving the 2026 Insurance Professional of the Year Award at the InterContinental Boston

Nearly 500 Insurance Professionals Gather to Honor Ryan Towle as 2026 Insurance Professional of the Year

October 5, 2026

Nearly 500 insurance professionals gathered at the InterContinental Boston as Davis & Towle President Ryan Towle received the 2026 Insurance Professional of the Year Award.

Henry Lam, owner of HL Temporary Services, sentenced in federal workers’ compensation fraud case

Lowell Temp Agency Owner To Do 13 Months for Payroll and Workers’ Comp Fraud

October 5, 2026

A federal judge sentenced Henry Lam, owner of Lowell-based HL Temporary Services, to 13 months in prison after he pleaded guilty to employment-tax charges and mail fraud involving workers’ compensation insurance premiums.Insuran

Insurance Coverage Cases

Insurance policy graphic for PURE homeowners claim involving Chapter 176D and Chapter 93A

Court: PURE Willfully Violated c. 176D, but Insureds’ 93A Claims Fail For Lack Of Damages Despite $16 Million In Claim Payments

October 5, 2026

A Suffolk Superior Court judge found that PURE willfully violated two provisions of Massachusetts’ unfair claims-settlement law, but the homeowners recovered nothing under Chapter 93A because they failed to prove compensable damages caused by those violations.

White commercial van with front-end crash damage parked by Boston Harbor, beside an oversized vehicle title document and keys, while a man reads a policy marked “Excluded,” with the Boston skyline and a Massachusetts outline in the background.

No Broader ACE Coverage Despite Seller Holding Title to Vehicle

September 28, 2026

A Massachusetts federal judge ruled that a towing company never became the legal owner of a van because the seller failed to deliver the certificate of title. The court nevertheless held that an auto-business exclusion barred broader ACE liability coverage, leaving only compulsory coverage with Commerce excess.

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Latest Agency Sales

World Insurance acquisition in Massachusetts

World Insurance Grows Its Presence in Mass. With Hingham Agency Acquisition

September 28, 2026

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

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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

5th Look 2026: Massachusetts Private Passenger Auto Market Share Report

September 14, 2026 By AC Editor

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

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Insurance Fraud

Henry Lam, owner of HL Temporary Services, sentenced in federal workers’ compensation fraud case

Lowell Temp Agency Owner To Do 13 Months for Payroll and Workers’ Comp Fraud

A federal judge sentenced Henry Lam, owner of Lowell-based HL Temporary Services, to 13 months in prison after he pleaded guilty to employment-tax charges and mail fraud involving workers’ compensation insurance premiums.Insuran

Kevin Kolenda prize insurance wire fraud case and Massachusetts insurance ban

Massachusetts Barred His Phony Insurance In 2006. Now Kevin Kolenda Has Pleaded Guilty To Wire Fraud

Nearly 20 years after Massachusetts barred Kevin Kolenda from selling prize insurance without a license, the longtime operator of Hole-in-Won has pleaded guilty to federal wire fraud related to his prize insurance business.

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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 reports

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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Economic & Legislative News in Massachusetts

Massachusetts business confidence index rose to 48.6 in September 2026

Business Confidence Held in Negative Territory in September

October 5, 2026 By State House News Service

Massachusetts business confidence improved in September, with the Associated Industries of Massachusetts index rising 1.2 points to 48.6, though sentiment remained in negative territory.

MBTA bus camera enforcement program in Massachusetts

Limited Bus Camera Pilot Found 26,000 Violations

September 29, 2026 By State House News Service

The MBTA says an automated camera enforcement pilot on four buses captured 26,000 bus stop and bus lane violations during a 30-day test as the agency prepares for broader enforcement in 2027.

Massachusetts residents cite housing, taxes and cost of living as top concerns

Poll Finds Top Concerns: High Costs, Housing and Taxes

September 29, 2026 By State House News Service

Massachusetts residents still rank the Commonwealth among the best places to live, but a new MassINC Polling Group survey finds affordability is the state’s weakest measure, with cost of living, housing and taxes leading residents’ concerns.

Massachusetts officials consider AI tracking, guardrails and safety standards

Tech Chief Wants Dashboard to Track AI Impacts

September 29, 2026 By State House News Service

Massachusetts technology chief Jason Snyder said AI regulation should begin with tracking how the technology is being used. The state is monitoring more than 400 AI use cases while considering guardrails, safety standards and human-accountability requirements.

Massachusetts alcohol industry faces tariff-related pricing pressures

Tariff ‘Game’ Threatens Alcohol Industry Jobs, Goldberg Says

September 21, 2026 By State House News Service

Massachusetts alcohol suppliers can request immediate price changes as tariffs disrupt costs and supply chains, Treasurer Deb Goldberg and industry leaders said.

Census Offers New Snapshot of Mass. Income, Poverty

September 21, 2026 By State House News Service

Massachusetts’ three-year average poverty rate was 9.1%, significantly below the national rate but above eight states, according to new Census Bureau data.

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New England Newswire

Vehicle theft declines in Vermont and New Hampshire during the first half of 2026

Vehicle Thefts Fall 21% Nationwide; Vermont, New Hampshire Among Biggest Declines

October 5, 2026 By AC Editor

New Hampshire Insurance Department Issues Bulletin on Auto Policy Termination for Nonpayment at Renewal

September 14, 2026 By AC Editor

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

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Company Newswire

SIAA acquisition of specialty MGA Canopy Specialty Insurance

SIAA Acquires Canopy Specialty Insurance, Expanding Specialty Underwriting Capabilities

SIAA has acquired Canopy Specialty Insurance, a U.S.-U.K. specialty commercial P&C managing general agent, adding underwriting and product development capabilities to its distribution platform.

MountainOne Insurance earns MAIA Five Star Agency Designation

MountainOne Insurance Becomes 15th Massachusetts Agency With MAIA Five Star Designation

MountainOne Insurance has earned the Massachusetts Association of Insurance Agents’ Five Star Agency Designation, becoming the 15th agency in the state to hold the recognition.

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.

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Primary Sidebar

  • NEW! BOSTON: Product Management Analyst (Safety)
  • NEW! DEDHAM: Senior Commercial Lines Underwriter (N&D)
  • WOBURN: Director of Finance – Insurance Services (Salem Five)
  • SOUTHBOROUGH: Agency Development Representative (HMIC)
  • YARMOUTH: Employee Benefits Producer – Division Manager (Pioneer Insurance Partners)

Career News

Lou Garcia, president and CEO of InsurBanc

Lou Garcia joins InsurBanc as President and CEO

Jared Stuckey, vice president of customer service and underwriting at Plymouth Rock Home Assurance

Plymouth Rock Home Assurance Names Jared Stuckey VP of Customer Service and Underwriting 

Morris “Mo” Tooker of The Hartford

Morris “Mo” Tooker to Succeed Christopher Swift as The Hartford CEO in 2027

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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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In Memoriam

In Memoriam: Stephen Joel Paris, 1938-2026

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

MA Division of Insurance Announcements

InsurOp-Eds

InSurOp-Ed: What ChatGPT Says About Exclusions in Insurance Policies…

By Nina Kallen

Agency Checklists, MA Insurance News, Mass. Insurance News, MA Insurtech News, Insurtech Boston

Will State Insurance Regulations Take The Punch Bowl Away From The Insurtech Party?

By Owen Gallagher

How do You Create Customer Loyalty? Why Do Consumers Stay with a Particular Agent or Carrier for Years?

By Bill Wilson

InSurOp-Ed: When Policy Forms Don’t Do What You Think They Do

By Bill Wilson

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