To speak with a licensed insurance agent, call (774) 722-7687 (TTY 711, M-F 9am-5pm) or email kelley@kelleyhill.org
Kelley Hill

Your Guide to
Medicare Options

Information, Plan options,
and No-Cost Enrollment Assistance

Are You New To Medicare?

Not Sure Where to Begin?

As a new Medicare beneficiary, you have important decisions to make about the future of your healthcare.  Unfortunately, understanding the “ins-and-outs” and selecting the right plan based on your needs can be challenging.

Start by enrolling in our virtual course where you’ll learn the important basics and then for more in-depth information, read through the content of this site and connect with one of our licensed and certified agents in your local area for free assistance.

Begin by Enrolling in Our Medicare Essentials Video Quick-Course:

This video tutorial covers the basic elements of Medicare in a format that is easy to understand and you can watch it from the comfort of your home!  It’s yours at no cost and no obligation, just tell us where we should send it!







      By submitting this information, you acknowledge a licensed insurance agent, Kelley Hill, may contact you by phone, email, or mail to discuss Medicare Advantage Plans, Medicare Supplement Insurance, or Prescription Drug Plans.

      Get Free and Friendly
      Medicare Help Now

      Our licensed agents offer Medicare enrollment assistance
      at no cost and no obligation!


      Medicare Resources:
      What You Need to Know

      Important Information at Your Fingertips


      Getting Started

      Answers to common questions such as: When should you enroll?  How and when do you become eligible for Medicare?

      Enrollment Periods

      After your initial enrollment, Medicare allows you to make changes to your coverage at specific times each year. Here are those dates.

      Defining the ABC’s

      Medicare consists of Parts A, B, C, and D.   Step one is to learn the “ABC’s”, how they work, and your options with each part.

      Medicare Advantage Plans

      Medicare Advantage Plans are provided by private insurance companies and can often have lower out of pocket cost.

      Medicare Supplement Plans

      Insurance sold by private insurance companies to cover Medicare’s gaps.  Also called “MediGap” plans.

      Medicare Part D

      Medicare’s Part D is coverage for your medication needs and is provided by private insurance carriers. We’ll explain exactly how it works.

      Special Needs Plans

      SNPs are Advantage Plans that are tailored to meet the needs of individuals with certain health conditions or circumstances.

      Medicare FAQs

      Answers to some of the most common questions asked by Medicare beneficiaries.

      Frequently Asked Questions


      How do I apply for Medicare?

      How do I apply for a Medicare Advantage or Supplement Plan?

      Can I apply for Medicare in person?

      Can I get assistance applying for Medicare?

      When should I apply for Medicare?

      What if I missed my Initial Enrollment Period?

      Are there penalties for enrolling late?

      When do I get my Medicare card?

      Testimonials

      Here’s what our clients say about our service…


      I can’t express enough gratitude for the incredible support I received from Kelley Hill.

      Read More


      Marietta S.

      I can’t express enough gratitude for the incredible support I received from Kelley Hill.

      My sister has Alzheimer’s and I needed a great medical insurance that would cover her future needs, the paperwork and denials were overwhelming. Kelley went above and beyond to assist. She even drove all the way from the Cape to Central Massachusetts just to explain and assist with the paperwork and then connected me with a contact at MassHealth to ensure my sister was approved, even after we faced a denial due to being over income.

      Her knowledge of the Medicare process and her network of connections with other insurance programs are invaluable. Kelley was always true to her word, and following up within the time frame she promised.

      As my sister’s caretaker, this made a huge difference in reducing the stress I was feeling. I’m forever grateful for her compassion, dedication and her network of friends. It was the Right choice to call Kelley Hill.


      Marietta S.

      I had the pleasure of working with Kelley Hill for my Medicare needs, and I couldn’t be more satisfied with the experience. From our very first interaction, Kelley demonstrated a remarkable level of professionalism and expertise. She took the time to thoroughly explain my options, ensuring that I understood each detail clearly.

      Read More


      Alan R.

      I had the pleasure of working with Kelley Hill for my Medicare needs, and I couldn’t be more satisfied with the experience. From our very first interaction, Kelley demonstrated a remarkable level of professionalism and expertise. She took the time to thoroughly explain my options, ensuring that I understood each detail clearly.

      What truly set Kelley apart was her responsiveness. No matter how many questions I had or how often I reached out, she was always quick to provide answers and support. Her timely communication made the entire process smooth and stress-free.

      Kelley is incredibly knowledgeable about Medicare plans and policies, and her guidance was invaluable in helping me make the best decision for my needs. I highly recommend Kelley to anyone seeking reliable and expert advice on Medicare. Her dedication and expertise truly made a difference.


      Alan R.

      Articles and Information


      Common Scams to Avoid When First Enrolling in Medicare

      Scammers often target individuals who are new to Medicare, attempting to take advantage of their unfamiliarity with the process.

      Tips for Maintaining a Healthy Heart as You Age

      Cardiovascular diseases remain a leading cause of illness among older adults, but proactive steps can help maintain heart health.

      A Checklist for Choosing a Medicare Supplement Plan

      Medigap policies help cover out-of-pocket expenses not paid by Original Medicare, such as copayments, coinsurance, and deductibles. Consider the following key factors when selecting a plan.

      COPD and Lung Health: Breathing Easier in Your Golden Years

      COPD raises your risk of complications from illnesses involving the lungs. Be aware of the following complicating factors and manage them appropriately.

      Does Medicare Cover Long-Term Care?

      Many retirees are surprised to learn that Medicare does not fully cover long-term care. Understanding what is and isn’t covered can help you plan for potential future expenses and make important retirement planning decisions.

      How Aging Affects the Immune System and Ways to Boost It

      Understanding how aging affects the immune system and what you can do to support it is key to maintaining long-term health.

      Tips on Lowering Your Out-of-Pocket Cost on Prescription Drugs

      Prescription drug costs do not have to strain your budget. With the right strategies and support, you can reduce out-of-pocket expenses and still access the medications you need.

      The Benefits of Medicare Advantage Plans

      Medicare Advantage plans with lower monthly costs can be an excellent choice for many retirees who want health coverage without a high monthly cost.

      Addressing Options and Solutions for Hearing Loss

      If you or a loved one is experiencing signs of hearing loss, now is the time to take action. Hearing solutions today are more effective and more accessible than ever.

      Read Additional Articles

      Join Our Newsletter List

      Each month we deliver health tips straight to your email inbox. Try it, we think you’ll like it!

      You can unsubscribe at any time.







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