How to Choose a Medigap Plan (Medicare Supplement) the Right Way

Wondering how to choose a Medigap plan or how to pick the best Medicare supplement? You’re not alone. With so many options, it’s easy to feel overwhelmed. That’s why we created this simple, step-by-step guide to help you compare plans, understand costs, and make the best choice for your needs.

Before You Choose a Medigap Policy

What to Know Before Picking a Medicare Supplement

Matthew Claassen

Choosing the right Medigap policy isn’t just about picking a letter plan — there are a few key things to understand first. These basics will help you make a smart, confident decision.

Keep in mind:

Steps to Choose the Best Medigap Plan

Follow these simple steps to find the Medicare Supplement that’s right for you

Learn the Basics

Understand what Medigap (Medicare Supplement Insurance) covers and how it works with Original Medicare.

Compare Medigap vs Medicare Advantage

Decide whether Medigap or Medicare Advantage better fits your budget, doctor preferences, and travel needs.

Focus on Popular Plans

Most people narrow their choice to Plan G, Plan N, or High Deductible G — find out why these are the most common.

Get Expert Help

Still asking “How do I choose a Medigap plan?” Our licensed experts can compare options for you at no cost.

Choose a Medigap Insurance Company

Since benefits are standardized, compare companies based on price, customer service, and financial strength.

Ready to Choose Your Medigap Plan?

Finding the right Medicare Supplement doesn’t have to be complicated. Compare plans side by side and get expert guidance — all in one place.

What people say

Matthew Claassen, CMT and CEO of Medigap Seminars Insurance Agency.

About Me

Matthew Claassen, CMT and CEO of Medigap Seminars Insurance Agency.

Starting in 1984 as a captive insurance agent with The Guardian, I sold life, annuities, and group health but sought deeper purpose, leading me in 1987 to earn a Series 7 license and shift into investment management. By the late 1990s, I hosted the top AM financial talk-radio show in the Washington-Baltimore area, then became a financial analyst and later founded a global hedge fund advisory. 

However, working with the ultra-wealthy revealed a profit-driven culture that lacked personal value, prompting me to step away and pursue my passion as a Master Gardener in South Florida. While gardening was fulfilling, helping friends with Medicare brought unmatched personal gratitude, inspiring me to create Medigap Seminars to offer free expert guidance, ensuring people are never alone in navigating Medicare’s complexities.

Ready to Choose Your Medigap Plan?

Finding the right Medicare Supplement doesn’t have to be complicated. Compare plans side by side and get expert guidance — all in one place.