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Insurers News | Massachusetts

Plymouth Rock Unveils New Home Insurance Quoting Tool on ChatGPT

August 3, 2026 by Agency Checklists News Desk

Plymouth Rock home insurance quoting through ChatGPT

Plymouth Rock launches home insurance quoting through ChatGPT and says independent agents can add resulting policies to their portfolios.

MAPFRE-Safety Merger Creates New Force in Massachusetts P&C Insurance

July 27, 2026 by Agency Checklists News Desk

mapfre-safety-insurance-acquisition.jpg

MAPFRE will acquire Safety Insurance in a $1.54 billion all-cash transaction, creating one of New England’s largest personal lines insurance groups.

The Hanover Names CEO-Elect as Jack Roche Plans Retirement at End of 2026

July 27, 2026 by Agency Checklists News Desk

President and CEO Jack Roche announced plans to retire at the end of 2026

The Hanover named COO Richard Lavey CEO-elect as President and CEO Jack Roche announced plans to retire at the end of 2026.

Quincy Mutual Announces New CEO

July 27, 2026 by Agency Checklists News Desk

Quincy Mutual appointed Gerald F. Cox as president and chief executive officer following his tenure as CFO of Hiscox USA.

Former Hiscox USA CFO Gerald F. Cox becomes Quincy Mutual’s president and CEO as Thomas A. Harris steps down after 35 years.

Vermont Mutual To Reorganize As Mutual Holding Company

July 12, 2026 by Owen Gallagher

Sign for Vermont Mutual Insurance Group with logo and brick building in background.

Vermont Mutual is seeking policyholder approval to reorganize into a mutual holding company while preserving mutual ownership and independent agency distribution.

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  • NEW! BOSTON: In-House Legal Counsel (MPIUA)
  • NEW! QUINCY: State Manager – Personal Lines – Hybrid
  • NEW! QUINCY: Legal & Compliance Specialist – Hybrid  (Arbella)
  • NEW! LEOMINSTER: Commercial Lines Account Manager (DeCarolis)
  • BOSTON: Product Management Analyst (Safety)
  • DEDHAM: Senior Commercial Lines Underwriter (N&D)
  • SOUTHBOROUGH: Agency Development Representative (HMIC)
  • YARMOUTH: Employee Benefits Producer – Division Manager (Pioneer Insurance Partners)

Career News

Executive Director Michael Pezza to Retire from The Insurance Library

illustration of AM Best Student Challenge with picture of desk and BU flag in background

Boston University Student Named Finalist in AM Best’s 2027 Student Challenge

Jack Roche, president and CEO of The Hanover Insurance Group, recipient of the 2026 Lifetime Achievement Award

The Griffith Foundation and APCIA Honor John C. Roche with 2026 Lifetime Achievement Award

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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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In Memoriam

In Memoriam: James P. Daley, 1959-2026

In Memoriam: Richard Sias, 1946-2026

In Memoriam: Stephen Joel Paris, 1938-2026

InsurOp-Eds

InSurOp-Ed: Fried Chicken and Customer Loyalty

By Bill Wilson

Agency Checklists, MA Insurance News, Mass. Insurance News

Independent Agents – Positioning For A New Reality

By AC Editor

InsurOp-Ed: The Invisible But Potentially Catastrophic Homeowners Exclusion That’s Not An Exclusion

By Bill Wilson

Agency Checklists, MA Insurance News, Mass. Insurance News, IRS Deduction , New Pass Through Deduction and Insurance Professionals

InsurOp-Ed: Biden Tax Plan’s Impact on Insurance Agencies

By Michael Ryan

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