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Massachusetts Insurance News & Job Opportunities

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Appeals Court Redefines “Contractual Relationship” Under Public Bond Statute

June 15, 2026 by Owen Gallagher

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

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

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

May 4, 2026 by Owen Gallagher

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

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

When Limited Market Access Meets Surplus Lines: An E&O Problem

April 27, 2026 by Owen Gallagher

Massachusetts surplus lines placement and E&O risk documentation

Massachusetts producers face E&O risk when surplus lines placements lack documented diligent effort. A breakdown of BR-7, §168, and defensible file practices.

Court: No Defense Coverage Owed In Title Insurance Dispute

April 13, 2026 by Owen Gallagher

Massachusetts Appeals Court ruling on title insurance coverage limits

A useful reminder for insurance professionals with regard to title insurance

Court Slams Brakes on Total Loss ACV Challenge

April 6, 2026 by Owen Gallagher

The High Stakes Ruling on the Massachusetts ACV Total Loss Valuation Method

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Career News

Union Mutual Insurance Company President and CEO Lisa Keysar, who announced her retirement effective December 31, 2026.

Union Mutual Celebrates the Career of Lisa Keysar and Announces Next Chapter in Leadership

The winner of the MAIW/Essex Chapter Scholarship for 2026

The Winners Of The MAIW’s Essex/Middlesex Chapter 2026 Estelle Jeter Scholarship

Smiling woman in a dark blazer and blue top, posing for a professional headshot against a neutral gray background.

Sarah Jarvis Joins Vermont Mutual as Vice President and Chief Administrative Officer

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MA Division of Insurance Advertisements

Official notice on Commonwealth of Massachusetts Division of Insurance letterhead dated July 1, 2026, regarding license amendment for OBI America Insurance Company at Plymouth, MN address for Accident and Health insurance in the Commonwealth.
Official notice from the Commonwealth of Massachusetts Division of Insurance about OBI National Insurance Company’s license amendment, dated July 1, 2026, with address block and filing instructions.
Official Massachusetts Division of Insurance notice to General Security National Insurance Company about amending its foreign license to transact property and casualty insurance, dated July 1, 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

InSurOp-Ed: Maintaining AI Status After Completion of Work

By Bill Wilson

Agency Checklists, MA Insurance News, Mass. Insurance News, Micromobility, Bird Scooters, Insurance and scooters

InsurOp-Ed: The Scooter Craze and Insurance

By AC Editor

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

InSurOp-Ed: On This Day 30 Years Ago: What I've Learned

InSurOp-Ed: On This Day 30 Years Ago: What I’ve Learned

By Matt Masiello

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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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