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Massachusetts Insurance News & Job Opportunities

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massachusetts insurance

Safety Insurance Shareholders to Vote Nov. 3 on MAPFRE’s $1.54 Billion Acquisition

September 28, 2026 by Owen Gallagher

Two businessmen in dark suits pose for a news-style photo; caption reads 'MAPFRE-Safety Merger Creates New Force in Massachusetts P&C Insurance'.

Safety Insurance Group shareholders will vote Nov. 3 on MAPFRE’s $1.54 billion acquisition. Federal antitrust review has cleared, while Massachusetts Form A approval remains a key regulatory condition to closing.

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The Massachusetts Division of Insurance has withdrawn its long-running enforcement action against former insurance producer John Rapo, ending the case without penalties, findings, or license revocation.

Cowbell Report: Cyber Claims Up But Ransom Payments Fall

May 18, 2026 by Owen Gallagher

Illustration depicting rising cyber insurance claims and ransomware exposure in 2026

Cowbell’s latest cyber claims report says U.S. cyber insurance losses are rising even as premium volume declines and ransomware tactics evolve.

Auto Insurance Shopping Active As Rate Filings Turn Negative

May 18, 2026 by Owen Gallagher

TransUnion Q2 2026 report cover with a blue car, city skyline, house model, and charts; headline: Auto Shopping Remains Elevated As Rate Filings Turn Negative.

TransUnion says auto insurance shopping remained elevated in early 2026 as rate filings turned negative and competition intensified.

Top 10 Inland Marine Insurers | 2022 New England Market Share Reports

August 23, 2022 by AC Editor

A look at the top inland marine insurers in New England.

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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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MA Division of Insurance Announcements

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

Why Insurance Doesn't Cover the COVID-19 Pandemic

InsurOp-Ed: What Does “Direct Physical Loss Of Or Damage To Property” Mean?

By Bill Wilson

InsurOp-Ed: Is Cleaning a Surface Contamination a “Repair”?

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

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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

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