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Finance, Insurance & Accounting · Wellesley

Deland, Gibson Insurance Associates Inc

About

Deland, Gibson Insurance Associates is an independent insurance agency based in Wellesley Hills that advises businesses, employees and families across New England. It handles commercial insurance, employee benefits, specialized industry programs and risk assessment for companies, along with personal insurance and risk consulting for individuals, including a private client group called the 1900 Club. The agency’s approach puts risk first, reviewing a client’s actual exposures before recommending policies, and it revisits coverage every year.

The firm was founded in Boston in 1900 by Charles E. Deland as The Deland Insurance Agency and has stayed family-run for four generations. His nephew George Gibson led it from 1935 to 1986, followed by George’s son Charlie Gibson for more than 30 years. Charlie’s sons Chip and Ted joined leadership in 2015 and now serve as CEO and president. The agency added a benefits department in 2014 and acquired seven Massachusetts agencies between 2021 and 2025.

What to Know

  • It is a member of Assurex Global, a network of leading independent agencies.
  • Deland, Gibson is a certified Five Star agency and a Trusted Choice independent agency.
  • Additional offices operate in Dennis Port, Duxbury, Westwood and Worcester, plus Keefe Insurance in Franklin.
  • Clients get direct access to their advisor rather than a call center.
  • The agency has a Giving Committee and a philanthropy program.

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