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
If you are looking for a deep dive on creditable coverage, check out our article here spouse's employer insurance.
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.
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.
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?
Part A is premium-free for most people, and there’s a Part B premium depending on your income.
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.
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.
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

Does Medicare Cover Hoarding Cleanup?
Jan 10, 2023

How Medicare Costs Can Pile Up
Oct 11, 2022

2024 Cost of Living Adjustment
Nov 13, 2023

Is Balloon Sinuplasty Covered by Medicare?
Dec 1, 2022

20 Questions to Ask Your Medicare Agent
Mar 17, 2023

Medicare Advantage Plans for Disabled People Under 65
Mar 24, 2023

Does Medicare Cover Nuedexta?
Nov 30, 2022

14 Best Ways for Seniors to Stay Active in Washington, D.C.
Mar 11, 2023

Does Medicare Cover Incontinence Supplies?
Dec 22, 2022

What to Do When Your Doctor Doesn't Take Medicare
Feb 24, 2023

Why You Should Keep Your Medigap Plan
Sep 21, 2023

Is PAE Covered by Medicare?
Nov 23, 2022

Does Medicare Cover LVAD Surgery?
Nov 30, 2022

Does Medicare Cover Boniva?
Nov 29, 2022

Does Medicare Cover the WATCHMAN Procedure?
Dec 1, 2022

Does Medicare Pay for Funeral Expenses?
Dec 6, 2022

Do You Need Books on Medicare?
Apr 6, 2023

Does Medicare Cover Disposable Underwear?
Dec 8, 2022
13 Best Ways for Seniors to Stay Active in Indianapolis
13 Best Ways for Seniors to Stay Active in Philadelphia
14 Best Ways for Seniors to Stay Active in Nashville
14 Best Ways to Stay Active in Charlotte
15 Best Ways for Seniors to Stay Active in Denver
2024 Fair Square NPS Report
2025 Medicare Price Changes
Can I Choose Marketplace Coverage Instead of Medicare?
Can I Have Two Primary Care Physicians?
Can I Laminate My Medicare Card?
Costco Pharmacy Partners with Fair Square
Do All Hospitals Accept Medicare Advantage Plans?
Do You Need Medigap if You're Eligible for Both Medicare and Medicaid?
Does Medicare Cover Breast Implant Removal?
Does Medicare Cover Chiropractic Visits?
Does Medicare Cover Cosmetic Surgery?
Does Medicare Cover ESRD Treatments?
Does Medicare Cover Hearing Aids?
Does Medicare Cover Home Heart Monitors?
Does Medicare Cover Hypnotherapy?
Does Medicare Cover Ilumya?
Does Medicare Cover Inqovi?
Does Medicare Cover Kidney Stone Removal?
Does Medicare Cover Krystexxa?
Does Medicare Cover Linx Surgery?
Does Medicare Cover Lipoma Removal?
Does Medicare Cover Macular Degeneration?
Does Medicare Cover Medical Marijuana?
Does Medicare Cover Mouth Guards for Sleep Apnea?
Does Medicare Cover Robotic Surgery?
Does Medicare Cover Stair Lifts?
Does Medicare Cover Wart Removal?
Does Medicare Cover Xiafaxan?
Does Medicare Cover Zilretta?
Does Medicare Pay for Antivenom?
Does Medicare Pay for Bunion Surgery?
Does Your Medicare Plan Cover B12 Shots?
Everything About Your Medicare Card + Medicare Number
Explaining IRMAA on Medicare
Fair Square Bulletin: We're Revolutionizing Medicare
Fair Square Client Newsletter: AEP Edition
Health Savings Accounts (HSAs) and Medicare
How Are Medicare Star Ratings Determined?
How Much Does Rexulti Cost with Medicare?
How to Become a Medicare Agent
How to Choose a Medigap Plan
How to Compare Medigap Plans in 2025
How to Deduct Medicare Expenses from Your Taxes
How Your Employer Insurance and Medicare Work Together
Is Displacement Affecting Your Medicare Coverage?
Is Vitrectomy Surgery Covered by Medicare?
Last Day to Change Your Medicare Part D Plan
Medicare Consulting Services
Medicare Deductibles Resetting in 2025
Medicare Explained
Medicare Savings Programs in Kansas
Medigap Plan N vs. Plan G — Which One Fits You in 2025?
Medigap vs. Medicare Advantage
Plan G vs. Plan N
Saving Money with Alternative Pharmacies & Discount Programs
Seeing the Value in Fair Square
Turning 65 and Thinking of Keeping COBRA? Here’s Why It Usually Backfires
Welcome to Fair Square's First Newsletter
What Does Medicare Cover for Stroke Patients?
What Happens to Unused Medicare Set-Aside Funds?
What Is a Medicare Advantage POS Plan?
What Is a Medicare Supplement SELECT Plan?
What Is Medical Underwriting for Medigap?
What is the 8-Minute Rule on Medicare?
What is the Medicare ICEP?
What to Do When Your Doctor Leaves Your Network
When to Choose Medicare Advantage over Medicare Supplement
Get the Fair Square Bulletin
Medicare savings tips, helpful guides, and more.
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
