Skip to content
REMEDIGAP
Free Course
Get Personalized Help
Phone 888-411-1329
  • Information CenterExpand
    • Our Education Center

      Start your Medicare education with these resources

      Start Here
      Medicare Plans
      Medicare Basics

      The foundations of Medicare education

      Parts of Medicare

      Walkthrough Medicare Parts A, B, C and D

      Enrollment Periods

      Learn when you need to enroll

      Supplement Plans

      Learn about popular plans like Plan N, G & more

      Part D Drug Plans

      Learn about stand alone drug plans

      Advantage Plans

      Also known as Medicare Part C

      Resources
      About Us
      Free Quotes

      Compare Supplement plans in your area

      Free Course

      The #1 Medicare course available for FREE

      Personalized Help

      Get 1-On-1 help from us when you’re ready

      Help Is Here

      Experience our unmatched personalized service

      5-Star Support

      See how we’ve helped thousands of retirees

      Learning Resources

      Our educational resource hub

REMEDIGAP
Home / New to Medicare / Don’t Make These Medicare Mistakes When Working Past 65!
New to Medicare

Don’t Make These Medicare Mistakes When Working Past 65!

By:Michael Quinn Published onAugust 26, 2024January 24, 2025 Updated onJanuary 24, 2025

A Comprehensive Guide to Medicare for Seniors: Navigating Your Options at Age 65

Turning 65 brings more than just birthday celebrations; it’s a monumental time for making significant healthcare choices, especially if you plan to continue working. Navigating Medicare’s complexities can be daunting, and misunderstandings at this crucial juncture could lead to severe financial consequences. We delve into the common mistakes people make when approaching Medicare at 65, offering essential guidance to help you sidestep these pitfalls.

In this article we’ll discuss:
  • A Comprehensive Guide to Medicare for Seniors: Navigating Your Options at Age 65

Small Group Plans and Medicare: A Guideline

First Payer vs. Second Payer Dynamics

For those working in companies with 19 or fewer employees, Medicare rules stipulate that Medicare becomes the primary payer once you turn 65. Before your 65th birthday, your small group plan typically acts as your primary payer. When you hit 65, failing to enroll in Medicare Parts A and B means that your group plan will assume Medicare should be the first payer. This administrative assumption leaves you holding the bag for medical costs until you enroll in Medicare.

Imagine facing substantial medical expenses without Medicare coverage stepping in first. This scenario can lead to significant out-of-pocket costs that could have been avoided with timely Medicare enrollment.

Abandoning Small Group Plans: A Viable Strategy

Upon enrolling in Medicare, many choose to drop their small group insurance plans, finding Medicare combined with supplemental plans or Medicare Advantage options more cost-effective. Beyond lower premiums, this switch reduces out-of-pocket expenses. Some employers even offer a salary increase to make up for the lost benefit, but this requires negotiation—be sure to review your options thoroughly.

ACA Plans Post-65: The Financial Shift

Transitioning to Medicare

If you’re covered by an Affordable Care Act (ACA) marketplace plan and are turning 65, it’s vital to transition to Medicare. After age 65, ACA plans become financially untenable since you lose all tax subsidies and cost-sharing reductions. Persisting with an ACA plan will mean paying full premiums and deductibles, which makes Medicare a far more affordable option.

Initial Enrollment Period: Timing is Crucial

Medicare’s initial enrollment period (IEP) spans a seven-month window: three months prior to your 65th birth month, the birth month itself, and three months after. Enrolling within the first three months ensures your coverage begins precisely when you turn 65. Procrastination can result in delayed coverage, leaving you temporarily responsible for healthcare costs without Medicare’s support.

Group Plans vs. Medicare: A Necessary Comparison

For those employed by companies with 20 or more employees, there’s no mandate to enroll in Medicare at 65. However, evaluating your group plan against Medicare options is essential. Here’s a breakdown of factors to weigh:

  • Premium Costs:
    • Assess your monthly contributions towards your group plan, considering both your share and your employer’s share.
  • Deductibles:
    • Compare the deductibles of your group plan against Medicare’s, which typically offers lower yearly deductibles.
  • Co-pays and Coinsurance:
    • Evaluate co-pays, coinsurance rates (e.g., 80/20, 90/10 splits), and how these align with your healthcare usage patterns.
  • Maximum Out-of-Pocket Costs:
    • Consider the cap on out-of-pocket expenses annually under your group plan compared to Medicare.

Comparing these elements clarifies whether staying on your employer’s plan or switching to Medicare makes more financial sense. For instance, if your group plan has higher premiums and out-of-pocket costs, Medicare could be a more affordable alternative.

Medicare and Health Savings Accounts (HSAs)

Choosing Medicare Part A prohibits further contributions to a Health Savings Account (HSA). If your strategy includes maintaining HSA contributions, avoid enrolling in Medicare Parts A and B. Nonetheless, balancing Medicare eligibility with HSA benefits requires careful consideration, particularly if your employer’s plan mandates or financially benefits you by enrolling in Medicare.

Automatic Enrollment and Its Pitfalls

Those already receiving Social Security benefits will be automatically enrolled in Medicare at 65, covering both Part A and Part B. If you’re still working and covered by a robust group plan (20 or more employees), this automatic enrollment includes Part B, which incurs a premium.

To avoid unnecessary costs, you can opt-out of Part B by following the directions on the back of your Medicare card if you want to refuse Part B. or submitting Form 1763. This allows you to continue relying primarily on your group plan, especially if it offers superior benefits and cost savings.

Special Enrollment Period (SEP): Delayed Enrollment Options

If you delay Medicare enrollment past 65 due to ongoing employment, you can later enroll using a Special Enrollment Period (SEP). To qualify, you must demonstrate continuous coverage from age 65 via creditable employer insurance, verified through forms L564 and 40B. This process ensures no penalties or coverage gaps when transitioning to Medicare.

Conclusion

As you navigate the complex landscape of Medicare while planning to work past 65, careful consideration and timely decisions are crucial. Understanding the rules surrounding small group plans, transitioning from ACA, and utilizing your Special Enrollment Period (SEP) can help you avoid costly mistakes. By comparing your current healthcare plan with Medicare and considering factors like HSAs and automatic enrollment pitfalls, you can make informed choices that safeguard your health and finances.

Making these decisions with foresight ensures a smoother transition into Medicare, mitigating risks and optimizing your coverage as you continue your professional journey. Stay informed, plan prudently, and tailor Medicare to fit your unique needs, ensuring it serves as an advantageous companion through your continued employment.

Michael Quinn
Website

Michael Quinn is a seasoned Medicare insurance expert and licensed agent dedicated to simplifying the complexities of healthcare coverage. With over a decade of experience, he is a trusted advisor known for his compassionate guidance and commitment to empowering individuals. As the Cofounder of REMEDIGAP in 2013, Michael offers unbiased resources and personalized support to assist clients in making informed decisions.
His expertise has been recognized on reputable platforms such as USA Today and Nerdwallet, solidifying his reputation as a reliable and knowledgeable industry leader. With a Master's Degree in Communicative Disorders, Michael combines strong communication skills with a genuine passion for positively impacting lives through tailored insurance solutions.

  • Michael Quinn
    https://www.remedigap.com/author/michael-quinn/
    Shocking Medicare Plan G & Plan N Rate Increases!
  • Michael Quinn
    https://www.remedigap.com/author/michael-quinn/
    How Do I Register for Medicare?
  • Michael Quinn
    https://www.remedigap.com/author/michael-quinn/
    Read Your ANOC! Part D Changes Could Cost You!
  • Michael Quinn
    https://www.remedigap.com/author/michael-quinn/
    Medicare Out-of-Pocket Expenses: Copays and Coinsurance Explained
  • Author
  • Fact checked

About the author

[molongui_author_box]

michael quinn insurance

Content Editor

Michael Quinn

Michael Quinn is a seasoned Medicare insurance expert and licensed agent dedicated to simplifying the complexities of healthcare coverage. With over a decade of experience, he is a trusted advisor known for his compassionate guidance and commitment to empowering individuals. As the Cofounder of REMEDIGAP in 2013, Michael offers unbiased resources and personalized support to assist clients in making informed decisions. His expertise has been recognized on reputable platforms such as USA Today and Nerdwallet, solidifying his reputation as a reliable and knowledgeable industry leader. With a Master’s Degree in Communicative Disorders, Michael combines strong communication skills with a genuine passion for positively impacting lives through tailored insurance solutions.

Learn more

Written by Michael Quinn
Licensed Broker, REMEDIGAP Founder

Fact Checked by Joann Quinn
Chief Compliance Officer

Fact Checked

As a licensed insurance broker, REMEDIGAP upholds the principles of integrity in our editorial standards and ensures transparency in how we receive compensation from our insurance partners.

Talk with a Medicare expert

Schedule a free call by clicking below or call us now at
888-411-1329

Get Personalized Help

FREE Medicare Course

Get our 7 daily Medicare lessons delivered directly to your email inbox.

Sign Up Now

Popular

  • Testimonials
  • Video
  • Blog

About

  • About Us
  • Privacy Policy
  • Licenses

Get Instant Medicare Supplement Plan Rates Now

Compare Top Plans in Your Area for Free - Act Now!

Compare Plans Today!

Not connected with or endorsed by the United States government or the federal Medicare program

We do not offer every plan available in your area. Any information we provide is limited to those plans we do offer in your area. Please contact Medicare.gov or 1-800-MEDICARE to get information on all of your options. Medicare has neither reviewed nor endorsed this information. Not connected with or endorsed by the United States government or the federal Medicare program. While we have done our best to ensure all rates shown are accurate, human error is possible. In the rare event of a pricing mistake, the carrier’s rates will always supersede whatever price appears on our website.

REMEDIGAP.com is privately owned & operated by The Quinn Group, LLC. Licensed name varies by state: The Quinn Group LLC, Quinn Insurance Services, Quinn Premier Insurance Services

© 2025 REMEDIGAP | All Rights Reserved | Privacy Policy

Fact Checked

This article has been thoroughly reviewed by the author and third-party life insurance experts to ensure it adheres to our quality standards for accurate and honest advice.

Learn more about our editorial standards.

Fact Checked

This article has been thoroughly reviewed by the author and a licensed Medicare insurance expert to ensure our content adheres to the highest quality standards for accuracy and honest advice.

Learn more about our editorial standards
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.

  • Facebook
  • YouTube
  • LinkedIn
joann quinn medicare

Joann Quinn

Licensed Agent, REMEDIGAP Founder

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.

  • Facebook
  • YouTube
  • LinkedIn
  • Information Center
    • Our Education Center

      Start your Medicare education with these resources

      Start Here
      Medicare Plans
      Medicare Basics

      The foundations of Medicare education

      Parts of Medicare

      Walkthrough Medicare Parts A, B, C and D

      Enrollment Periods

      Learn when you need to enroll

      Supplement Plans

      Learn about popular plans like Plan N, G & more

      Part D Drug Plans

      Learn about stand alone drug plans

      Advantage Plans

      Also known as Medicare Part C

      Resources
      About Us
      Free Quotes

      Compare Supplement plans in your area

      Free Course

      The #1 Medicare course available for FREE

      Personalized Help

      Get 1-On-1 help from us when you’re ready

      Help Is Here

      Experience our unmatched personalized service

      5-Star Support

      See how we’ve helped thousands of retirees

      Learning Resources

      Our educational resource hub

Search