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Plymouth Rock

4th Look 2026: Look 2026: Market Share Report for MA Auto Insurance Marketplace

July 13, 2026 by AC Editor

Massachusetts private passenger automobile insurance market share rankings

Agency Checklists analyzes April 2026 CAR data, ranking Massachusetts private passenger auto insurers by market share, exposures, and market concentration.

4th Look 2026: Market Share Report for MA Commercial Auto Insurers

July 13, 2026 by AC Editor

Massachusetts commercial auto insurance market share and premiums based on CAR data

Safety, Commerce and Arbella lead the Massachusetts commercial auto insurance market. See market share rankings, premiums, and carrier concentration.

Plymouth Rock Assurance Strengthens Leadership Team with Three Strategic Appointments 

July 13, 2026 by AC Contributor

Gavin McPhail, Vice President and Chief Data Officer at Plymouth Rock Assurance.

Plymouth Rock Assurance appointed Gavin McPhail, Cornelius Young and Lindsay Mustard to executive leadership roles supporting data, claims and customer service.

Kelley O’Connor: Plymouth Rock’s New MA State Sales Manager

June 15, 2026 by Owen Gallagher

Kelley O'Cooner: Plymouth Rock's new state sales manager for Massachusetts

Plymouth Rock appoints Kelley O’Connor as Massachusetts State Sales Manager to strengthen independent agent relationships and drive growth.

Plymouth Rock Assurance Appoints Elliott Seaborn as Chief Marketing Officer 

March 11, 2026 by AC Editor

Plymouth Rock Assurance Appoints Elliott Seaborn as Chief Marketing Officer

Proven marketing leader joins leading insurer to accelerate agency growth 

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  • NEW! BOSTON: Product Management Analyst (Safety)
  • NEW! DEDHAM: Senior Commercial Lines Underwriter (N&D)
  • WOBURN: Director of Finance – Insurance Services (Salem Five)
  • SOUTHBOROUGH: Agency Development Representative (HMIC)
  • YARMOUTH: Employee Benefits Producer – Division Manager (Pioneer Insurance Partners)

Career News

Lou Garcia, president and CEO of InsurBanc

Lou Garcia joins InsurBanc as President and CEO

Jared Stuckey, vice president of customer service and underwriting at Plymouth Rock Home Assurance

Plymouth Rock Home Assurance Names Jared Stuckey VP of Customer Service and Underwriting 

Morris “Mo” Tooker of The Hartford

Morris “Mo” Tooker to Succeed Christopher Swift as The Hartford CEO in 2027

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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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MA Division of Insurance Announcements

In Memoriam

In Memoriam: Richard Sias, 1946-2026

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

InsurOp-Eds

Agency Checklists oped on atten

InsurOp-Ed: Observations And Insights For Insurance Agency Owners About IAOA’s INNOVAT19N

By David Siekman

The $1 Billion Blunder: How CrowdStrike’s Update Exposed Insurance Gaps

By Owen Gallagher

InSur-Op-Ed: Claim Denials and Agency Accommodations

By Bill Wilson

InSurOp-Ed: What ChatGPT Says About Exclusions in Insurance Policies…

By Nina Kallen

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