Deland, Gibson Named Largest Independent P&C Agency Headquartered in Massachusetts

Brycie BowserBlog

Agency Climbs to #13 on the Boston Business Journal’s Largest Insurance Brokers List

WELLESLEY HILLS, MA — Deland, Gibson Insurance Associates, Inc. has once again been recognized by the Boston Business Journal as one of the largest insurance brokers in Massachusetts, climbing to #13 on the publication’s annual ranking. The agency is now the largest independently owned property & casualty insurance agency headquartered in Massachusetts.

Sustained, Strategic Growth

Over the past three years, Deland, Gibson has achieved more than 20% year-over-year growth, driven by continued expansion in employee benefits, technology, and client service capabilities.

“Our growth has come from staying focused on the people and businesses we serve,” said Chip Gibson, CEO. “Clients want responsive advisors who understand their risks, communicate clearly, and help them make informed decisions. That’s what our team works to deliver every day.”

A Client-First Culture

Founded in 1900, Deland, Gibson is a fourth-generation, family-run agency with a simple mission: Providing You Peace of Mind. The firm takes a consultative approach to risk management, helping businesses and families across New England navigate commercial insurance, personal insurance, employee benefits, and risk management.

In 2024, the Massachusetts Association of Insurance Agents reaffirmed the agency’s Five Star status — the association’s highest agency designation — recognizing Deland, Gibson for operational transparency, continued growth in employee benefits, and a strong culture focused on clients and community.

Expanding Across Massachusetts

Recent acquisitions, including Burr Insurance in Worcester and GV&Y Insurance Agency in Westwood, have further expanded the agency’s reach and expertise across the state. The agency currently serves clients from six offices located in Wellesley Hills, Dennis Port, Franklin, Duxbury, Worcester, and Westwood.

“This recognition reflects the work our entire team puts in every day,” said Ted Gibson, President. “We’re proud of the growth, but more importantly, we’re proud of how we’ve grown — by continuing to invest in our people, our clients, and the communities we serve.”

Looking Ahead

As Deland, Gibson continues to evolve, the agency remains focused on the same principles that have guided it for more than 125 years: responsive service, strong relationships, and helping clients stay ahead of change.

“We’re proud of where we are today, but we’re even more focused on where we’re going,” said Chip Gibson. “Our priority is continuing to build an agency that clients can rely on for practical guidance, fast response times, and long-term support as their needs evolve.”

The agency remains deeply grateful to the clients, colleagues, and community partners who have been part of their continued success.

For more information about Deland, Gibson Insurance Associates, visit delandgibson.com or call 781-237-1515.