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Massachusetts Insurance News & Job Opportunities

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Latest News

Man wearing white gloves inspects a luxury wristwatch at a wood desk in a stylish office, with a wine bottle and glass nearby.
Former Massachusetts insurance agent Phyllis Palazzola was indicted on attempted murder and related felony charges following an earlier insurance fraud conviction.

Former Massachusetts Insurance Agent Indicted on Attempted Murder Charge

July 20, 2026

A former Massachusetts insurance agent was indicted on attempted murder and related charges after previously pleading guilty to insurance fraud.

Hands typing on a laptop as a blue AI hologram and interconnected icons float above the keyboard.

Travelers Introduces Proprietary AI Model Tailored to Its Property-Casualty Business

July 20, 2026

Travelers introduced TravelersLLM, a proprietary AI model trained on millions of company documents to improve underwriting, research, and enterprise productivity.

The Massachusetts Business Litigation Session dismissed tort claims against Alera in a dispute over the hiring of a commercial insurance producer while allowing USI to amend its complaint.

Dismissed—For Now: USI Has 21 Days To Allege Concrete Facts in Producer Poaching Dispute

July 20, 2026

A Mass. BLS judge dismissed USI’s tort claims against Alera, finding the complaint lacked sufficient factual allegations.

The Ivans Index reported that commercial insurance renewal rate increases moderated across most major commercial lines during the second quarter of 2026.

Ivans: Commercial Renewal Rate Increases Moderated in Q2-2026

July 20, 2026

The Q2 2026 Ivans Index found commercial insurance renewal rate increases moderated across most major lines, while Workers’ Compensation remained negative.

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

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

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

July 20, 2026

AM Best revised its outlook on Safety Insurance Group to negative while affirming the insurer’s financial strength and issuer credit ratings.

A Chubb survey found many younger affluent Americans treat luxury collectibles as investments while leaving those assets uninsured or underinsured.

Chubb Survey Finds Many Young Affluent Collectors Uninsured Despite Investment Focus

July 20, 2026

A Chubb survey found many younger affluent collectors buy luxury items as investments but mistakenly rely on homeowners insurance instead of valuables coverage.

Woman in a blue blazer hands a ceremonial award to a man in a brown jacket at a formal ceremony, with a seal-emblazoned podium nearby.

New “Blue Star” License Plate Coming for Families of Fallen Officers

July 20, 2026

Massachusetts will offer a Blue Star Families license plate honoring the families of law enforcement officers killed in the line of duty.

Insurance Coverage Cases

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.

Martha’s Vineyard aircraft propeller strike and CGL coverage dispute under Massachusetts law

Court Rules: ‘Regardless of Whether’ In Exclusion Creates Ambiguity

May 4, 2026

A Massachusetts Federal court finds insurer must defend Vineyard hangar operator after $1.45M propeller damage claim.

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Latest Agency Sales

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

Sequel Insurance Agencies announced the acquisition of five independent insurance agencies, including Worcester-based Feingold & Feingold Insurance Agency.

SIAA-affiliated Sequel Insurance Agencies Acquires Five Independent Agencies

July 6, 2026

Insurance agency acquisition concept showing partnership and growth between firms

World Welcomes Worcester’s Wolpert Insurance

June 20, 2026

Honor Capital and Ascend are merging to create a unified insurance financial operations platform.

Springfield’s Honor Capital and Ascend Announce Agreement to Merge

June 2, 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

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

Safety Insurance earnings results

$14.3M Q1 Loss For Safety: Back-To-Back Storms’ 1600 Claims Cost $42.7M

Hanover Insurance Q1 2026 results showing improved underwriting, combined ratios, and profitability across P&C segments

Record Q1 Results: The Hanover’s Combined Ratio Improves to 91.7%

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New England Newswire

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

Connecticut recognized as captive insurance domicile of the year highlighting regulatory strength and market growth

Connecticut Named Captive Domicile of the Year at Captive Review Awards USA 2026

June 20, 2026 By Agency Checklists

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Economic & Legislative News in Massachusetts

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.

Massachusetts health care insurance news

Health Insurers Say Drug Costs, Patient Expectations Tightening Cost Bind

June 20, 2026 By State House News Service

Massachusetts insurers propose average 12.9% premium increases for 2027, citing specialty drug costs and rising provider reimbursement rates.

Aviation Insurance Marketplace Massachusetts

Report Flags Insurance Woes for Security, Airport Service Workers

June 20, 2026 By State House News Service

New report finds many union security and airport workers lack affordable health coverage, with high uninsured rates despite employer-sponsored plans.

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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

Career News

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 

G. Quinn Landers appointed Senior Vice President and Chief Claims Officer at The Andover Companies

The Andover Companies Appoints G. Quinn Landers Senior Vice President and Chief Claims Officer

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MA Division of Insurance Advertisements

Official Massachusetts Division of Insurance notice from Safeco Insurance of America about an amended Foreign Company License to transact Property & Casualty insurance; dated July 20, 2026.
Official certification: Commonwealth of Massachusetts, Division of Insurance, license amendment for First National Insurance Company of America, 225 Borthwick Ave, Portsmouth, NH, dated July 20, 2026.

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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

Insurance coverage regarding Cape Cod Tornado

InsurOp-Ed: Lessons Learned From Living Through The Cape Cod Tornado

By AC Editor

InSurOp-Ed: Insurance Dog Bite Claim Data Doesn’t Pass the Critical Thinking Test

By AC Editor

Agency Checklists, MA Insurance News, Mass. Insurance News

InsurOp-Ed: Circular Definitions

By Bill Wilson

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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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