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Home / Medicare Costs / Costly Medigap Buying Mistakes
Medicare Costs

Costly Medigap Buying Mistakes

By:Michael Quinn Published onSeptember 30, 2016June 12, 2026 Updated onJune 12, 2026

3 Costly Medigap Buying Mistakes

If you’re like most people, your money matters and you don’t want to make a bad decision when buying a Medicare Supplement (Medigap) plan. That’s why it’s important to be aware of what to expect when you start researching Medigap plans. In this article, I’ll share 3 tips on how to avoid making Medigap buying mistakes.

In this article we’ll discuss:
  • 3 Costly Medigap Buying Mistakes
  • Tip #1: Don't press the "Enroll" button
  • Tip #2: Don't buy from the insurance company
  • Tip #3: Say NO to pushy sales tactics

Tip #1: Don’t press the “Enroll” button

It’s common to want to shop online. After all, we do it with so many things in our lives now and the internet makes it very easy.  But, you need to be very careful when pressing the “enroll” now button. 

See why in the graphic below:

Costly Medigap Buying Mistakes

AND, if you do end up finding an Enroll Now button that actually allows you to input your information and buy a plan, then you’ve just forfeited any choices that were out there for you. Meaning, you settled for the ONE Plan F, Plan G or Plan N that company offered.

Which brings us to…

Tip #2: Don’t buy from the insurance company

Remember, the insurance carrier doesn’t offer any choices. You get their one price for Plan F, Plan G or Plan N. So, whether you choose to enroll online or call directly, it’s the same end result — no choices.

Keep in mind, a bigger brand name doesn’t mean a better plan. All Medigap companies offer the same exact plans and aren’t allowed to change benefits. The only thing they can do is charge a different rate for that plan.

And, they’re not going to tell you their competitor has a better Premium. They’ll gladly sign you up for their Medigap plan and to sell you something else.

Which leads me to my most important tip about how to avoid Medigap buying mistakes.

Tip #3: Say NO to pushy sales tactics

This one upsets me the most. Learning a out Medicare Supplement insurance can be overwhelming. You don’t need the added pressure to buy when you’re not ready.

Unfortunately, high pressure sales tactics still exist. Let’s take a look at three examples.

Pressure to buy Medigap before rates increase

Mr. B contacted me after he called the insurance company to get quotes. He was reaching for a second opinion. He mentioned that the insurance company told him he should make his decision quickly since rates go up in October. This is a pressure tactic.

The insurance company was creating a sense of urgency that wasn’t real. In fact, rates weren’t going up in October because the insurer just had a rate adjustment a few months prior.

The agent at the insurance company put added pressure on him to believe he needed to buy right away.

Pressure to buy Medigap because you owe it to the agent

Mr. W told me he had an agent call him numerous times. The agent finally said, in so many words, that because she had taken the time to call and follow up with him that he should buy a Medigap plan from her.

This is highly unethical and just plain wrong. It’s okay for you to say NO to anyone who attempts to guilt you into buying Medigap. As insurance professionals, it’s our job to provide as much information as you need. You don’t owe anyone your business just because they gave you free information.

Pressure to get Medigap information over the phone

One of my clients told me that when he was in the research mode for Medigap plans, he kept getting a lot of phone calls. Mr. H informed the agents that he only wanted to communicate via email. However, each one of them (except me) said they preferred to communicate by phone.

That’s just one example of an insurance agent making the experience about themselves and not about Mr. H and his needs. But, why is the phone so important to many agents? Because that’s where they can work the pressure tactics into the conversation.

Conclusion

So it seems like I’ve eliminated any option for buying a Medigap plan. Well, I wouldn’t leave you without a solution.

If you don’t want to push the enroll now button, apply directly with the insurer, or deal with high pressure tactics then you can choose compassion, understanding, and patience. I know that’s seems odd. But, there are plenty of insurance professionals, like myself, who have those qualities.

The bottom line is you need to be comfortable making decisions about your Medigap benefits. Don’t limit your choices with one insurance company or let anyone pressure you into buying Medigap. You can do this! Just be diligent and use my tips on how to avoid the biggest Medicare mistakes.

About REMEDIGAP

We’re dedicated to help you throughout the entire Medicare Supplement process – from education, applying, and ongoing service. You may have many questions or none at all.  Either way, we’ll customize our approach based on your needs. We make sure you’re getting the best value with your Medigap plan from year to year.

Just give us a call at 888-411-1329 or simply click on our quote form for free Medigap quotes.  It’s an easy way to see just what we can do for you!

Thank you for reading our article 3 Costly Medigap Buying Mistakes. We’d love to hear your thoughts. Leave your comments below or email us your questions at service@remedigap.com. 

  • Medicare Supplement Plan G Vs Plan F
  • When To Sign Up For Medicare Benefits
  • What You Need To Know About Your Parents Medicare Plan and Benefits

💡 Your next step: After learning what to avoid, compare Medigap rates from top carriers side by side to make sure you’re getting the best deal.


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Michael Quinn

Michael Quinn is a licensed Medicare insurance expert and cofounder of REMEDIGAP. With over a decade of experience, he helps people compare coverage options with clear, unbiased guidance. His insights have been featured by USA Today, NerdWallet and many other publications.

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Michael Quinn

Michael Quinn is a licensed Medicare insurance expert and cofounder of REMEDIGAP. With over a decade of experience, he helps people compare coverage options with clear, unbiased guidance. His insights have been featured by USA Today, NerdWallet and many other publications.

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Michael Quinn

Michael Quinn

Licensed Agent, REMEDIGAP Founder

Michael Quinn is a nationally licensed insurance expert with over a decade of experience and has helped over 1000 clients with their Medicare Supplement needs. Michael has been consulted as an expert insurance source for dozens of high-profile websites such as USA Today, Yahoo.com, NerdWallet, Bankrate, ThinkAdvisor, The Epoch Times, and many more.

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Joann Quinn

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Joann Quinn is a nationally licensed insurance expert with over a decade of experience and has personally helped thousands of clients with their Medicare Supplement questions and needs. Joann has been consulted as a Medicare expert for high-profile websites and runs a very popular YouTube channel that focuses on understanding the complexities of Medicare.

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