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Massachusetts Insurance News & Job Opportunities

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Latest News

AI in the insurance industry

Big ‘I’ Survey: 87% Say Human Insurance Agent Still Matters

September 22, 2026

A new Big “I” survey finds 87% of consumers say having a dedicated insurance agent is important, while 61% are more likely to choose an agent using AI and other modern technology.

Auto insurance loss payee cancellation notice marked incomplete because the amount due and payment instructions are missing.

Progressive’s Electronic Cancellation Notice to Loss Payee Ruled Defective

September 22, 2026

A Lowell District Court found Progressive’s electronic cancellation notice to a loss payee defective, granting Source One summary judgment on two contract claims while leaving negligence for trial.

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

September 21, 2026

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.

After Sixty-Plus Years in “the Best Job in the World”, Warren Buffet Becomes Chairman Emeritus

September 21, 2026

Berkshire Hathaway has named Warren Buffett Chairman Emeritus while keeping him on its board and has elected his son, longtime director Howard G. Buffett, as Chairman of the Board.

Staged auto accident insurance fraud investigation

Bill Would Make Staged Auto Accident Insurance Fraud a Federal Crime

September 21, 2026

A bipartisan House bill would create a federal crime for staging or fabricating motor vehicle accidents to submit fraudulent insurance claims, with penalties increasing when schemes cause serious injury or death. The sponsors introduced the legislation Sept. 3.

Best’s Special Report: US Property/Casualty Industry Nearly Tripled Net Underwriting Income in First-Half 2026

September 21, 2026

U.S. property/casualty insurers recorded $31.2 billion in net underwriting income during the first half of 2026, nearly triple the prior-year result, as the industry’s combined ratio improved four points to 92.5.

Insurance Coverage Cases

Auto insurance loss payee cancellation notice marked incomplete because the amount due and payment instructions are missing.

Progressive’s Electronic Cancellation Notice to Loss Payee Ruled Defective

September 22, 2026

A Lowell District Court found Progressive’s electronic cancellation notice to a loss payee defective, granting Source One summary judgment on two contract claims while leaving negligence for trial.

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.

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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

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.

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.

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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

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.

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.

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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

After Sixty-Plus Years in “the Best Job in the World”, Warren Buffet Becomes Chairman Emeritus

Plymouth Rock Names Caroline McGarry Territory Sales Manager

Liberty Mutual Elects Thomas H. Lee Partners Co-CEO Scott Sperling to Board of Directors

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MA Division of Insurance Announcements

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

InsurOp-Ed: Understanding The Insurance Supply Chain

By Peter MacDonald

InSurOp-Ed: Auto Insurance and Resident Adult Children

By Bill Wilson

InsurOp-Ed: The Invisible But Potentially Catastrophic Homeowners Exclusion That’s Not An Exclusion

By Bill Wilson

Agency Checklists, MA Insurance News, Mass. Insurance News, Google, CapitalG, Investments in insurance innovation

InSurOp-Ed: The CGL Policy and Faulty Workmanship

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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