About Us

We’re regional.
Charter Oak Insurance and Financial Services Co. (Charter Oak) serves more than 70,000 clients across the Northeast and beyond. With regional offices throughout New England, 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.”