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Massachusetts Insurance News & Job Opportunities

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Massachusetts Insurance News

Partner News

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

Smaller But Stronger: Insurance Agents in the Age of AI

September 28, 2026 by AC Editor

Independent insurance agency trends and AI adoption in 2026

The estimated number of independent agencies fell to 37,000 in 2026 from 39,000 in 2024, while AI use jumped to 46% and most agencies reported revenue growth.

Big ‘I’ Survey: 87% Say Human Insurance Agent Still Matters

September 22, 2026 by AC Editor

AI in the insurance industry

A new Big “I” survey finds 87% of consumers say having a dedicated insurance agent is important, while 61% are more likely to choose an agent using AI and other modern technology.

Massachusetts Barred His Phony Insurance In 2006. Now Kevin Kolenda Has Pleaded Guilty To Wire Fraud

September 21, 2026 by Owen Gallagher

Kevin Kolenda prize insurance wire fraud case and Massachusetts insurance ban

Nearly 20 years after Massachusetts barred Kevin Kolenda from selling prize insurance without a license, the longtime operator of Hole-in-Won has pleaded guilty to federal wire fraud related to his prize insurance business.

Aon’s $17 Billion USI Deal Values Broker At About 6.5 Times Commissions And Fees

September 14, 2026 by Owen Gallagher

Aon and USI Insurance Services $17 billion acquisition highlighting a 6.5-times commissions and fees valuation

Aon’s $17 billion USI acquisition values the broker at about 6.5 times 2025 net commissions and fees and creates a $6.5 billion middle-market platform.

Mirrorless Technology Coming to Mass. in November

September 14, 2026 by AC Contributor

Commercial truck equipped with a digital camera monitoring system approved for use under Massachusetts RMV regulations.

Beginning November 30, 2026, Massachusetts will allow certain commercial vehicles to replace traditional mirrors with federally approved digital camera monitoring systems, subject to RMV safety, inspection, maintenance and driver-training requirements.

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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)
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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

InSurOp-Ed: In Claim Disputes, Disregard Case Law At Your Own Risk

InSurOp-Ed: In Claim Disputes, Disregard Case Law At Your Own Risk

By Bill Wilson

Agency Checklists, MA Insurance News, Mass. Insurance News, Mass. Insurance Coverage disputes

InsurOp-Ed: 3 Sources of Coverage Gaps That Lead to Claim Disputes

By Bill Wilson

Agency Checklists, MA Insurance News, Mass. Insurance News

InsurOp-Ed: Language vs. Logic

By Bill Wilson

Agency Checklists, MA Insurance News, Mass. Insurance News, Google, CapitalG, Investments in insurance innovation

InSurOp-Ed: The CGL Policy and Faulty Workmanship

By Bill Wilson

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