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Massachusetts Insurance News & Job Opportunities

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Massachusetts Insurance News

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Timely, insightful, and informational news for the Massachusetts insurance industry.

MAIA’s First Women’s Summit Draws 160 Insurance Professionals to Sold-Out Event

June 2, 2026 by AC Editor

Insurance professionals attend the inaugural MAIA Women's Summit in Milford, Massachusetts.

The Massachusetts Association of Insurance Agents hosted 160 insurance professionals at its inaugural Women’s Summit, a sold-out event focused on leadership development, networking and advancing women in the insurance industry.

Springfield’s Honor Capital and Ascend Announce Agreement to Merge

June 2, 2026 by AC Editor

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

Springfield-based Honor Capital and Ascend have entered into a merger agreement that will create a platform combining premium financing, payments, accounting automation and insurance financial workflows.

Update: After Seven Years, the Division of Insurance Dropped Its Case to Revoke John Rapo’s License

June 1, 2026 by Owen Gallagher

The Massachusetts Division of Insurance withdrew its enforcement case against former insurance producer John Rapo.

The Massachusetts Division of Insurance has withdrawn its long-running enforcement action against former insurance producer John Rapo, ending the case without penalties, findings, or license revocation.

AI Search Is Changing How Prospects Find Agencies. The Fundamentals Haven’t

June 1, 2026 by Owen Gallagher

AI-powered search is changing how insurance agencies appear in local search results and online recommendations.

AI-powered search tools are reshaping how insurance agencies appear online, making accurate business information, specialized expertise and strong reviews more important than ever.

Insurance Confuses Many Mass. Residents New Survey Says

June 1, 2026 by AC Editor

A MAIA survey found many Massachusetts residents are uncertain about flood insurance and homeowners coverage.

A new MAIA survey found many Massachusetts insurance consumers remain uncertain about flood coverage, homeowners insurance market changes, and other key policy provisions.

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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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Career News

Chris Taylor, President and CEO of Plymouth Rock’s Independent Agency Group

Plymouth Rock Assurance Corporation names Chris Taylor President and Chief Executive Officer 

Ellen Mann, Vice President of Human Resources at Arbella Insurance Group

Arbella Insurance Group Promotes Ellen Mann to Vice President of Human Resources

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

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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, Scott Collins, Mohawk Insurance, Elevate 2018, Agency Nation's Elevate 2018

MAgent Op-Ed: What A Traditional Brick & Mortar Agent Like Me Learned At Elevate 2018

By AC Editor

InsurOp-Ed: Why Independent Agency Owners Should Take A Closer Look at Non-Owner Auto Insurance

By Jay Grayson

Agency Checklists, MA Insurance News, Mass. Insurance News, Big Data,MAIA, IntellAgents, Big Data Endeavor MAIA

InSurOp-Ed: Using “Big Data” to Make Unilateral Policy Coverage Changes

By Bill Wilson

The Paradigm Shift in AI: From Chatbots to Autonomous Agents

By Owen Gallagher

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