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Massachusetts Insurance News & Job Opportunities

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Massagent News

News about insurance agents working in 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.

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The Massachusetts Division of Insurance has withdrawn its long-running enforcement action against former insurance producer John Rapo, ending the case without penalties, findings, or license revocation.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

InsurOp-Ed: The Next Chapter for Independent Insurance Agencies

May 18, 2026 by AC Contributor

Smiling man in a navy blazer and checkered shirt against a white background (professional portrait).

Independent insurance agencies face rising costs and tech demands. Strategic partnerships offer support while preserving independence and client relationships.

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Job Board

Career News

Arbella Insurance has appointed Jon Swartz as vice president and chief actuary.

Arbella Appoints New Vice President, Chief Actuary

Professional headshot of a smiling man in a blue suit against a dark gray background.

Jeffrey C. Johnston Named NAIC Chief Executive Officer 

Patriot Growth Insurance Services appoints Chi Vo as Senior Vice President of Operations to lead agency integration and growth strategy

Chi Vo Joins Patriot Growth Insurance Services as Senior Vice President of Operations

Arbella Insurance leadership transition Bob Bizak retirement Andrew O’Donoghue promotion

Arbella Insurance Group Announces Retirement of Bob Bizak, Executive Vice President of Sales & Marketing 

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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: When Policy Forms Don’t Do What You Think They Do

By Bill Wilson

Agency Checklists, MA Insurance News, Mass. Insurance News

InsurOp-Ed: Circular Definitions

By Bill Wilson

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

Agency Checklists, MA Insurance News, Mass. Insurance News, Insurop-ed, Bill Wilson, Insurance Commentary from Bill Wilson

InsurOp-Ed: One Word

By Bill Wilson

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In Memoriam

Mr. Haskell was a second-generation independent agent owner of the former Haskell Insurance Agency

In Memoriam: Patrick J. “P.J.” Haskell, 1966-2026

Mr. DeWolfe retired as Vice President of the Appleby & Wyman Insurance Agency

In Memoriam: Edward R. DeWolfe, 1940-2026

Mr. Kerr spent his insurance career with the Attleboro Mutual Insurance Company

In Memoriam: Brian D. Kerr, 1939-2026

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