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Simpson Financial Group

Greater Boston MA Health Insurance & Health Connector Enrollment

Also Serving Cape Cod, Marlborough, Worcester & other areas across Massachusetts

At Simpson Financial Group, Inc. our dedicated staff of insurance professionals are here to assist you in securing a health insurance policy to protect you and your loved ones. We offer coverage in Massachusetts, North Carolina, Virginia, Ohio, Pennsylvania & Georgia. We can also assist with enrollment in Massachusetts HealthConnector, which provides healthcare coverage to Massachusetts residents under the Affordable Care Act (ACA).

With a vast knowledge of our many carriers, we are equipped to shop for the best policy to suit your needs. Our job is to help you navigate through the sea of policy options and clarify any questions or concerns you may have along the way.

We’ve successfully served thousands of customers and are determined to treat each individual with respect and compassion. Shopping for insurance can be difficult, but our staff does the work for you. Maintain your peace of mind knowing that our insurance professionals have your back.

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Stay In Touch With Us Helpful Site Links Our Office

289 Elm St
Suite 102
Marlborough, MA 01752

(978) 222-3939
We have the expertise to find you the right coverage at the right price 
Attention: This website is operated by Simpson Financial Group, Inc. and is not the Health Insurance Marketplace website. In offering this website, Simpson Financial Group, Inc. is required to comply with all applicable federal laws, including the standards established under 45 CFR 155.220(c) and (d) and standards established under 45 CFR 155.260 to protect the privacy and security of personally identifiable information. This website may not display all data on Qualified Health Plans being offered in your state through the Health Insurance Marketplace website. To see all available data on Qualified Health Plan options in your state, go to the Health Insurance Marketplace website at

Simpson Financial Group, Inc., which has licensed insurance agents in 50 states. Not all agents are licensed to sell all products. Service and product availability varies by state. Sales agents may be compensated based on a consumer's enrollment in a health plan. Agent cannot provide tax or legal advice. Contact your tax or legal professional to discuss details regarding your individual business circumstances. Our quoting tool is provided for your information only. All quotes are estimates and are not final until consumer is enrolled.