Fair Square Medicare Wordmark

How Your Employer Insurance and Medicare Work Together

senior gentleman wearing a suit working on his laptop outside of his office stock photo

By Daniel Petkevich

Sep 27, 2022

A guide for when to delay Medicare enrollment and how you are covered

Are you turning 65 soon with no plans to end your career? If so, you are not alone. The average age of retirement dipped during the Great Resignation in 2020. But now the age of retirement is

starting to climb north of 65 again

as people are working longer to secure their nest egg. Let’s walk through how your employer insurance will coordinate with Medicare. 

Speak with a Medicare Advocate

Talk to one of our Licensed Medicare Agents today to find the right plans for you.

First Things First

If you are looking for a deep dive on

creditable coverage, check out our article here

. Your private insurance coverage is creditable if you work for a company with at least 20 employees. When weighing your options, your first question should be the size of your company. If you work somewhere with less than 20 employees, it’s important to ask your HR representative if your insurance is creditable. If you don’t have creditable coverage, you should apply for Medicare Part A and Part B. The same goes for if this is your

spouse's employer insurance.

Primary vs. Secondary

Once you’ve answered the first question, consider whether your insurance will pay primary or secondary. 

If your private insurance is paying primary to Medicare, Medicare pays secondary and is supplementing your employer insurance. For whatever healthcare costs pop up, your insurance takes the first swing, and if anything is leftover, Medicare comes in to cover the rest. Remember that Medicare will only pay for things covered by Medicare.

If Medicare pays primary, your employer health insurance pays secondary and is left to cover whatever Medicare will not.  

When your company has 20 or more employees, that’s considered a Group Health Plan (GHP), and your insurance will pay primary. In a Small Group Health Plan (SGHP) with less than 20 employees, your insurance will pay secondary to Medicare, so you need to sign up for Parts A, B, and likely D if Medicare is meant to pay primary.

Note: If you are under 65 and eligible for Medicare due to a disability, the number used to determine primary vs. secondary coverage jumps up to 100 employees. A plan with over 100 employees is considered a Large Group Health Plan (LGHP).

The way your Medicare plan and your GHP might work together to share costs is called the Coordination of Benefits. There are systems in place that work to ensure your healthcare claims are being billed in the right order, but it’s still important for you to know how to apply these rules to your situation in case any claims are disputed. If you have any questions about the Coordination of Benefits for your situation, you can call us at 1-888-376-2028, and you can also call the Benefits Coordination and Recovery Center (BCRC) at 1-855-798-2627.

Protections

One question that we hear a lot is whether or not you have to drop your employer’s insurance plan now that you’re turning 65 and are eligible for Medicare. The answer is no, if you have creditable coverage. And further, your employer can’t pay you less, take away your insurance, or discriminate at all just because you are now eligible for Medicare. Unfortunately, these same protections are not in place if you are part of a Small Group Health Plan.

Delaying Medicare Enrollment

The next question on your mind might be how long you should delay Medicare coverage? 

If you don’t have creditable coverage the answer is straightforward. Not only is it within your best interest to enroll in Medicare for the sake of insurance purposes, but you may also incur late enrollment penalties if you aren’t enrolled in Part B and Part D as soon as you’re eligible. Sign up for Medicare the first chance you get. Late enrollment penalties may stick with you for life, so best to avoid them. The Part B late enrollment penalty is 10% of your premium for each year you qualified but didn’t have coverage. The Part D late enrollment penalty is 1% for each month you didn’t have coverage after qualifying (or going 63 days without creditable drug coverage). 

Assuming you have creditable coverage, you will have a special enrollment period (SEP) for 6 months after you lose coverage. That means you can enroll in Medicare after your Initial Enrollment Period without facing any late enrollment penalties for Part B and/or Part D. There are more factors to weigh. You want to run a cost-benefit analysis as it relates to your specific healthcare situation. Our agents are happy to talk you through your options. But for now, here’s where your analysis might begin:

  • Would switching to Medicare save you money?

  • Where does your coverage overlap?

    • If you want to keep your GHP, is the secondary coverage worth it?

    • What does your current insurance not cover that Medicare might? Or vice versa?

  • Are you

    contributing to an HSA

    ?

    • If you’ve delayed enrolling and contribute to an HSA within 6 months of your Medicare enrollment, you might face a tax penalty.

    • If you’re enrolling once you turn 65, you need to stop making contributions a month before your start date.

One example of delaying Medicare enrollment being necessary for one of our clients involved the cost of their prescription. Their cancer treatment medication was covered by their employer’s insurance and would have been covered under Part D. Because it was a specialty drug classification under Part D plan, this drug would have ended up costing them over $10,000 a year. In this instance, they might need to stay on their GHP until

2024, when the catastrophic coverage phase of Part D drug coverage is phased out, and the maximum out of pocket costs per year is capped around $3250.

Retirement Plans and COBRA Pay Secondary

  • If you’re signed up for COBRA coverage, you should sign up for Medicare as soon as you’re eligible. You will not get a special enrollment period at the end of your COBRA, and may be subject to late enrollment penalties.

    • Medicare pays primary to COBRA.

    • If your COBRA includes creditable drug coverage, you have a special enrollment period of 63 days after your coverage ends.

  • Medicare also pays primary to retirement plans. 

    • If you’ve got a retirement plan, your spouse’s GHP, and Medicare, it pays

      • 1. GHP

      • 2. Medicare

      • 3. Retirement Plan

    • If your retirement plan includes creditable drug coverage, you have a special enrollment period of 63 days after your coverage ends.

Conclusion

If you don’t have creditable coverage, you should sign up for Medicare as soon as you are eligible to avoid any lapses in coverage and late enrollment penalties. If you have insurance that pays primary to Medicare, you have different factors to think through when enrolling in Medicare.

Our team of experts is ready to help you figure out what suits your situation best

. Call us at 1-888-376-2028.

Speak with a Medicare Advocate

Talk to one of our Licensed Medicare Agents today to find the right plans for you.

Recommended Articles

Cover image

Saving Money with Alternative Pharmacies & Discount Programs

Feb 1, 2024

Hepatitis C stock photo

Does Medicare Cover Hepatitis C Treatment?

Nov 22, 2022

Saving money against a stopwatch stock image

What is the 8-Minute Rule on Medicare?

Dec 21, 2022

Doctor physician consulting with male patients in hospital exam room stock photo

Is PAE Covered by Medicare?

Nov 23, 2022

Close up of a woman sitting on a bed experiencing back pain

Does Medicare Cover TENS Units?

Nov 23, 2022

Dames Point Bridge in Jacksonville, Florida stock image

13 Best Ways for Seniors to Stay Active in Jacksonville

Mar 3, 2023

Cover image

Can I Choose Marketplace Coverage Instead of Medicare?

May 2, 2023

Mouth guard used to help treat sleep apnea

Does Medicare Cover Mouth Guards for Sleep Apnea?

Dec 8, 2022

senior gentleman wearing a suit working on his laptop outside of his office stock photo

How Your Employer Insurance and Medicare Work Together

Sep 27, 2022

cartoon hospital and male doctor stock image

Can I Have Two Primary Care Physicians?

Oct 3, 2022

senior man receiving dental care stock photo

Will Medicare Cover Dental Implants?

Jun 2, 2022

Cover image

Medigap Plan N vs. Plan G — Which One Fits You in 2025?

Jul 14, 2025

Nasal spray stock image

Can Medicare Help with the Cost of Tyrvaya?

Jan 12, 2023

Cover image

Is Fair Square Medicare Legitimate?

Jul 27, 2023

Medigap stock image

What Is Medical Underwriting for Medigap?

Apr 14, 2023

Sleep apena stock image

Does Medicare Cover Inspire for Sleep Apnea?

Dec 27, 2022

Mental health stock photo

Does Medicare Cover Mental Health?

Oct 12, 2022

Medigap and Medicare Advantage arrows stock image

Can I switch From Medicare Advantage to Medigap?

Sep 14, 2022

More of our articles

13 Best Ways for Seniors to Stay Active in Philadelphia

13 Best Ways for Seniors to Stay Active in Phoenix

14 Best Ways for Seniors to Stay Active in Nashville

14 Best Ways for Seniors to Stay Active in Seattle

14 Best Ways for Seniors to Stay Active in Washington, D.C.

15 Best Ways for Seniors to Stay Active in Denver

2024 Fair Square Client Retention and Satisfaction Report

2025 Medicare Price Changes

Are Medicare Advantage Plans Bad?

Building the Future of Senior Healthcare

Can I Change Medicare Advantage Plans Any Time? | Medicare Plans

Can I Change My Primary Care Provider with an Advantage Plan?

Can Medicare Advantage Plans be Used Out of State?

Can Medicare Advantage Plans Deny Coverage for Pre-Existing Conditions?

Comparing All Medigap Plans | Chart Updated for 2025

Denied Coverage? What to Do When Your Carrier Says No

Do I Need to Renew My Medicare?

Do Medicare Supplement Plans Cover Dental and Vision?

Does Medicare Cover an FMT?

Does Medicare Cover Cala Trio?

Does Medicare Cover Cervical Disc Replacement?

Does Medicare Cover ESRD Treatments?

Does Medicare Cover Exercise Physiology?

Does Medicare Cover Home Heart Monitors?

Does Medicare Cover Ilumya?

Does Medicare Cover Iovera Treatment?

Does Medicare Cover Kidney Stone Removal?

Does Medicare Cover Krystexxa?

Does Medicare Cover Nuedexta?

Does Medicare Cover Scleral Lenses?

Does Medicare Cover Service Animals?

Does Medicare Cover Stair Lifts?

Does Medicare Cover the Urolift Procedure?

Does Medicare Cover the WATCHMAN Procedure?

Does Medicare Cover Urodynamic Testing?

Does Medicare Pay for Allergy Shots?

Does Medicare Pay for Antivenom?

Does Medicare Pay for Funeral Expenses?

Does Medicare pay for Opdivo?

Does Medicare Pay for Varicose Vein Treatment?

Does Retiring at Age 62 Make Me Eligible for Medicare?

Fair Square Bulletin: We're Revolutionizing Medicare

Fair Square Client Newsletter: AEP Edition

Gap Health Insurance: The Secret Sidekick to Your High-Deductible Plan

Health Savings Accounts (HSAs) and Medicare

How Are Medicare Star Ratings Determined?

How Do I Sign up for Medicare? A Simple How-To Guide For You

How Does Medicare Cover Colonoscopies?

How Does Medicare Pay for Emergency Room Visits?

How is Medicare Changing in 2025?

How Medicare Costs Can Pile Up

How Much Does a Medicare Coach Cost?

How Much Does Xeljanz Cost with Medicare?

How to Choose a Medigap Plan

Is Balloon Sinuplasty Covered by Medicare?

Is HIFU Covered by Medicare?

Last Day to Change Your Medicare Part D Plan

Medicare & Ozempic

Medicare Consulting Services

Medicare Supplement Plans for Low-Income Seniors

Moving? Here’s What Happens to Your Medicare Coverage

The Easiest Call You'll Ever Make

The Fair Square Bulletin: October 2023

Top 10 Physical Therapy Clinics in San Diego

Welcome to Fair Square's First Newsletter

What is Plan J?

What Is the Medicare Birthday Rule in Nevada?

What People Don't Realize About Medicare

What You Need to Know About Creditable Coverage

What's the Deal with Flex Cards?

When to Choose Medicare Advantage over Medicare Supplement

Which Medigap Policies Provide Coverage for Long-Term Care?

Your Medicare One-Stop-Shop

Your guide to Medicare Parts A & B, Medicare Advantage, and Medigap. 100% free.

Get the Fair Square Bulletin

Medicare savings tips, helpful guides, and more.

About

Medicare 101

Current Clients

Medicare Supplement Plans

Medicare Advantage Plans

Fair Square 2025

Terms of Use
Notice of Privacy Practices

Virgil Insurance Agency, LLC (DBA Fair Square Medicare) and www.fairsquaremedicare.com are privately owned and operated by Help Button Inc. Medicare supplement insurance plans are not connected with or endorsed by the U.S. government or the federal Medicare program. This is a solicitation of insurance. A licensed agent/producer may contact you. Medicare Supplement insurance is available to those age 65 and older enrolled in Medicare Parts A and B and, in some states, to those under age 65 eligible for Medicare due to disability or End-Stage Renal disease. Virgil Insurance Agency is a licensed and certified representative of Medicare Advantage HMO, HMO SNP, PPO, PPO SNP and PFFS organizations and stand-alone PDP prescription drug plans. Each of the organizations we represent has a Medicare contract. Enrollment in any plan depends on contract renewal. The plans we represent do not discriminate on the basis of race, color, national origin, age, disability, or sex. Plan availability varies by region and state. For a complete list of available plans please contact 1-800-MEDICARE (TTY users should call 1-877-486-2048), 24 hours a day/7 days a week or consult www.medicare.gov. © 2025 Help Button Inc

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.

MULTIPLAN_FairSquareMedicare_01062022_M

Fair Square Medicare

FSM symbol - 50