125 Years

Who We Are

Pumpkins

We’re regional.
Charter Oak Insurance and Financial Services Co. (Charter Oak) serves more than 77,000 clients* across the Northeast and beyond. With regional offices throughout New England and metropolitan New York, chances are we’re right in your back yard.

We’re experienced.
Our more than 200 professionals are former business owners, CEOs, journalists, musicians and scholars, to name a few. We believe the diversity of our experiences helps us to better understand the unique situations you face every day.

We’re established.
Charter Oak is one of the largest general agencies of Massachusetts Mutual Life Insurance Company (MassMutual), which opened its doors in 1851. Today, MassMutual is one of the world's most admired life and health insurance companies, a legacy we’re proud to share**.

Our headquarters in Holyoke, Massachusetts is just minutes away from the one-room office on the corner of State and Main streets, where MassMutual first opened for business 160 years ago.

In 2012, MassMutual was recognized by Fortune magazine as one of “Fortune’s Most Admired Companies.”**

* An insured, owner or payer of a Massachusetts Mutual Life Insurance Company (MassMutual) policy or contract.

** March 19, 2012 issue of Fortune Magazine

Charter Oak At A Glance

Our team is made up of more than 200 professionals.

We serve more than 77,000 clients throughout the Northeast and beyond.

We help individuals, families and businesses with insurance, financial services and fee-based financial planning.

Our firm has been awarded MassMutual’s prestigious Chairman’s Trophy award for each of the past 10 years.

Our client policy and account values exceed $4 billion(1).

We have nearly $13 billion in life insurance in force(2).

All information as of 03/01/13.

(1) Includes values of MassMutual and subsidiary insurance companies’ insurance and retirement
products and investment products offered through MML Investors Services, LLC, a MassMutual subsidiary.

(2) Amount of individual life insurance in force at the end of the period related to
products issued by Massachusetts Mutual Life Insurance Company and its subsidiaries, C.M. Life
Insurance Company and MML Bay State Life Insurance Company.