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Massachusetts Insurance News & Job Opportunities

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Massachusetts Insurance Legal News & Analysis

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

October 5, 2026 by Owen Gallagher

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

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.

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

October 5, 2026 by Owen Gallagher

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

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

No Broader ACE Coverage Despite Seller Holding Title to Vehicle

September 28, 2026 by Owen Gallagher

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.

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.

Progressive’s Electronic Cancellation Notice to Loss Payee Ruled Defective

September 22, 2026 by Owen Gallagher

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

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.

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

September 21, 2026 by Owen Gallagher

Kevin Kolenda prize insurance wire fraud case and Massachusetts insurance ban

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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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

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

InSurOp-Ed: Beware Online COI Systems!

By Bill Wilson

The Paradigm Shift in AI: From Chatbots to Autonomous Agents

By Owen Gallagher

AI in the insurance industry

How ChatGPT Says AI Will Change The P&C Insurance Industry Over the Next 10 Years

By AC Editor

Insurance coverage regarding Cape Cod Tornado

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

By AC Editor

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