Charter Oak’s Holyoke office is located only a few short miles away from the one-room office where MassMutual opened for business in 1851.

We began locally, but our reach extends regionally. Our clients include businesses, individuals and families throughout Western Massachusetts and beyond whose needs span all areas of insurance and financial services.


Our Team

Meet our Holyoke advisors.


Careers Group

In addition to the benefits you’ll receive as a contracted agent with MassMutual and Charter Oak, here’s what you can expect when you work in our Holyoke office:

Holyoke is among our largest offices, and is also home to most of our core operations. This means there is always a high level of activity moving in and out each day. The culture in Holyoke emphasizes hands-on learning and entrepreneurship. Our closeness to our Springfield roots also informs our office culture.

Sound like you might be a fit? You’re encouraged to visit our agency careers page, browse the resources to the left, or to contact our Recruiting & Transition Coordinator Barb Cafarelli to speak further.


330 Whitney Avenue, Suite 600
Holyoke, Massachusetts 01040
Tel: (413) 539-2000
Fax: (413) 539-2300