What We Do

Medicare & Retirement Solutions

Welcome to Cranberry Meadow Insurance

We are not just another impersonal 1-800 number. We are local, real people and not AI. Today it is all about service because that is often what is missing. Would you rather be on hold, be sent to the wrong department, be disconnected, or talk to a robot? Choose the servicing agency instead to help you that won’t cost you a penny more!

Young adult woman wearing scrubs and stethoscope on the phone
Stethoscope with heart stress ball

Made Simple

Medicare is complicated but it doesn't have to be confusing.

Most people just want to have someone explain it to them in simple terms from a local perspective.

Our philosophy is to act as your coach and tour guide navigating through the complexities of the Medicare space with the least amount of hassle for you. We ask questions to our prospective members to find out what is important to them and what programs they will qualify for. We will research your needs such as access to your doctors, hospitals, and prescription drugs. We will ask, based on what you have learned, what is most important to you.

Whether you prefer traditional Medicare with a Medicare supplement and a Part D plan, or a Medicare Advantage plan, we have multiple options for you to choose from. We are all unique and your Medicare enrollment is an individual decision.


We believe education is essential.

We teach how Medicare works and the various paths available, we refer to this as “Medicare Planning.”

Education does not involve selling an insurance product, but rather focuses on teaching the different parts of Medicare and what they cover. The goal of providing a comprehensive overview of how Medicare coverage works is to ensure that our members thoroughly understand what Medicare covers and, very importantly, what it does not cover.

How people want to be covered is a personal and individual choice. We want you to feel comfortable with your coverage and understand all of your options.

Needs Assessment

Many people may qualify for extra help with either their prescriptions or medical coverage or both and they just don’t know it.

We will ask the appropriate questions to see if you qualify for assistance with your healthcare needs before discussing your insurance coverage options.

We are all unique, with different healthcare needs. Additionally, as individuals, we have varying risk tolerances and financial abilities. Some people travel more than others and would like to consider that when choosing a Medicare plan.

All of these factors should be discussed. Your decision regarding how you want to be covered is an individual, personal choice and should provide you with peace of mind. We have found that most newly eligible Medicare beneficiaries, given that their doctors and prescriptions are properly covered, prefer a plan that is the most cost-effective.

New England mountain and background with autumn foliage trees in foreground


We will guide you through the process.

Whether you prefer to be enrolled remotely or in person, we will make certain that your application has been completed properly and received by the carrier. Once your enrollment request has been completed we will guide you through what to expect to receive from your enrollment choice and what actions you may want to consider when your enrollment package arrives.

We will guide you through every step of the way.

Service for Life

Discover the difference with us.

When you enroll with us, you’re not just getting a plan; you’re getting personalized support from someone you know, someone with the experience to guide you through any question or issue you may encounter. We’re proud New Englanders, dedicated to helping our members navigate the complexities of the healthcare industry. Whether it’s filing appeals or requesting prescription formulary exceptions, we’re here for you every step of the way.

We understand that healthcare needs can change. That’s why we’re committed to revisiting your needs assessment whenever necessary. Plus, we’ll be by your side year after year, providing annual reviews of your Medicare plan choices to ensure you’re always getting the coverage that best suits your needs.

Don’t settle for impersonal service or uncertainty when it comes to your healthcare coverage. Choose us for personalized support, local expertise, and peace of mind.

Retirement Solutions

Medicare planning certainly is a major part of the retirement picture for people and we as a company start there. We also work with various retirement planning professionals from different markets throughout New England where our members live that we are comfortable referring to.

We believe that there are 3 fundamental retirement concerns for most of our clients:



Not Outliving
Your Money

The preservation and distribution phase of your assets, once you are no longer working, is very different from the accumulation phase of our money when we are working and have many years to recover from market fluctuations. We are here to guide you throughout your retirement planning.

Sign Up with Us Today

And experience the difference firsthand.