To speak with a licensed insurance agent, call (707) 576-8100 (TTY 711 M-F, 9am-5pm) or email Gary@SmithBrokerage.com
Bear Flag Insurance

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 insurance 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!


Get Free and Friendly Help
with Your Medicare Options.

Our licensed insurance 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…


My girl friend asked “Where did you find that guy?” She asked after I told her about Gary making many phone calls to resolve a communications problem between the pharmacy, my physician and two departments inside the insurance company.


Beverly S.

I just want to thank Mr. Gary Smith for the time and effort he put in helping me on my insurance problem. If you need help, he is the one to call.


Ben T.

Gary is a thoughtful and skilled man who provides a level of service that is too rarely encountered in our world today. We feel very fortunate to have had the privilege of working with him. We will work with him in the future as the need arises.

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John & Laurie W.

Gary is a thoughtful and skilled man who provides a level of service that is too rarely encountered in our world today. We feel very fortunate to have had the privilege of working with him. We will work with him in the future as the need arises.

We would be pleased to talk with anyone about our experience working with this fine individual.


John & Laurie W.

In the summer of 1983, Gary Smith first worked with me to understand Medicare Supplement Insurance. Over the following 30 years, I found Gary to be a person very concerned with the well being of his clients.

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Greg Macdonald
Macdonald Insurance

In the summer of 1983, Gary Smith first worked with me to understand Medicare Supplement Insurance. Over the following 30 years, I found Gary to be a person very concerned with the well being of his clients.

At Gary’s request, my wife Valerie and I helped Gary’s clients on many occasions with their insurance claims problems. Gary will find people to help him deliver the highest quality service.

In my opinion, Gary is a person of his word. Gary is a very fine person, a person of integrity.


Greg Macdonald
Macdonald Insurance

In the unfathomably complicated world of health insurance Gary is savvy and makes good on his promises. He goes above and beyond his job in caring for his clients. If he were a doctor he’d have the best bedside manner in the business.


Lauren M.

I’m writing to thank you for your help in navigating the complexities of Medicare supplemental insurance. From your presentation of the SCAN Health Plan to your assistance in arranging my upcoming cataract surgery and organizing my appeal of Plan D penalties, you have been understanding, accessible and supportive.

Read More


Larry C.

I’m writing to thank you for your help in navigating the complexities of Medicare supplemental insurance. From your presentation of the SCAN Health Plan to your assistance in arranging my upcoming cataract surgery and organizing my appeal of Plan D penalties, you have been understanding, accessible and supportive.

You have helped make what could have been an overwhelming encounter with Medicare bureaucracy into a manageable process. I appreciate and value your commitment to personal contact and support of your clients.


Larry C.

Gary Smith provides fast responses with thorough answers. Gary clearly wants to help and he succeeds.


Vidya F.

It pleases us to recommend Gary Smith to you. We have known Gary for about 7 years. We chose him for our Health Insurance agent. We know him to be hard working, intelligent and trustworthy.


David & Shari B.

Articles and Information


How to Maximize Your Medicare Coverage During the Annual Election Period

Maximizing your Medicare coverage requires careful consideration of your healthcare needs, financial situation, and any changes to your plan’s coverage.

The Importance of Social Connections for Mental Health After 65

Research shows that individuals over age 65 who nurture close relationships with friends, family, and community members tend to experience lower rates of depression, anxiety, and cognitive decline.

How to Review Medicare Plans During AEP

The Medicare Annual Election Period (AEP) is from October 15 to December 7.  Here’s how to evaluate Medicare Advantage plans to ensure you’re choosing the best fit for your healthcare needs.

Skin Health After 65: Preventing and Managing Skin Conditions

Caring for your skin after age 65 is essential for maintaining comfort, health, and resilience against common skin issues.

When Should You Consider Switching Your Medicare Plan?

If you’re wondering whether switching Medicare plans is the right choice for you, contact us today and speak with a licensed insurance agent to schedule a free plan review.

Top Tips for Maintaining a Healthy Weight After 65

Maintaining a healthy weight after 65 requires a mix of smart nutrition, regular activity, and mindfulness – especially during the holidays

Did You Miss the AEP Deadline? Here’s What You Need to Know

The Medicare Annual Election Period (AEP) has come to an end, but what happens if you have missed it or if you change your mind about your Medicare plan after December 7?

Understanding the Link Between Aging and Heart Health

As we age, maintaining heart health becomes increasingly important. Understanding the connection between aging and cardiovascular health is key to adopting habits that promote longevity and well-being.

What You Need to Know About Medicare Part B Premiums in 2025

Medicare Part B premiums adjust yearly based on economic factors such as inflation and cost-of-living changes. Here’s what you’ll need to know for 2025.

Read Additional Articles

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