HR & Medicare Entitlement: Common Employee Benefits & Complexities
There’s no doubt that employee Medicare entitlement creates plenty of confusion among employers and employees these days. That’s why we’re here: to help you!

#1. My employee is enrolling in Medicare so we should cancel his active employee benefits, right?
MSP also includes a provision to ensure that employers cannot discriminate based on Medicare eligibility when it comes to offering coverage. That is, an employer cannot offer less coverage to those who may be entitled to Medicare benefits eligibility, while offering more coverage to other active employees who are not Medicare eligible.
The only times that an active insured employee would lose group health coverage when he or she takes Medicare, is if that employee voluntarily waives the active group health plan coverage or if the employee experiences a COBRA qualifying event such as a termination of employment in conjunction with the Medicare entitlement.
For more information, read CobraHelp’s information about Medicare Compliance.
#2. If my former employee is Medicare eligible, doesn’t that mean he does not qualify for COBRA?
Frequently, employees enroll in Medicare Part A because it is free, and wait for Part B until retirement. However, when the employee does this many plans will not pay for services when employees have coverage on plans that aren’t covered under Medicare B.
On the other hand, Medicare and COBRA law present us with a confusing flip-side to this scenario. That is, if the employee was enrolled in COBRA coverage before he became eligible for Medicare, then the COBRA participant would need to discontinue COBRA benefits once he becomes entitled (actively enrolled) into Medicare. The qualified beneficiary (or COBRA participant) cannot keep COBRA and take Medicare in the latter scenario. Most commonly, this happens when a COBRA participant turns 65 during his or her COBRA eligibility period of 18 months.
#3. If my employee enrolls into Medicare, doesn’t his spouse get 36 months of COBRA?
This type of loss of coverage typically occurs when the Medicare entitlement aligns with the COBRA event, such as retirement (voluntary termination of employment). When this happens, the employee’s enrollment into Medicare paired with termination of employment, causes the spouse to lose coverage under the group health plan, and subsequently, the spouse is offered 36 months of COBRA continuation coverage. Now, that does not mean that there aren’t other scenarios in which the employee’s Medicare entitlement, subsequently entitles the spouse (or other dependents) to continue coverage under COBRA for a total of 36 months. It is always best to review the details of each situation, and make a determination based upon fact and the laws that pertain to COBRA and Medicare.
Here are a couple of examples of how the spouse of an eligible employee could be eligible 36 months of COBRA:
- If the Qualifying Event and Medicare entitlement happen at the same time. (i.e. the retirement date (voluntary termination of employment = QE) occurs the day before the Medicare enrollment (effective 1st of the month). In this case, the loss of coverage on say, 10/31 and employee’s enrollment into Medicare effective 11/01 results in the spouse being able to continue benefits for up to 36 months under COBRA.
- For employers who offer retiree benefits, and regular coverage terminates for an active employee, this might be a COBRA qualifying event that results in the beneficiary’s dependents receiving 36 months of COBRA continuation.
Here are several examples where the employee’s spouse would not get 36 months of COBRA coverage:
- When an employee does not enroll into Medicare at age 65 and then leaves the company at age 67, the covered spouse of the employee would not receive 36 months of COBRA when the QE occurs.
- When the employee turns 65 and waives active group health plan coverage, the covered spouse does not become entitled to 36 months of COBRA because this is a voluntary waiver of employee benefits.
For more questions about COBRA and Medicare compliance, call us today.

The bottom line. While determining things like employee benefits eligibility and COBRA events can be taxing for benefits professionals, rest assured that you can rely a plethora of information from Cobra Help, the U.S. Department of Labor, and Medicare.gov publications. We’ve provided a few excellent resources below to help you navigate the complexities involved with employee benefits and Medicare entitlement.
We highly recommend utilizing knowledgeable experts, such as CobraHelp when determining benefits eligibility for your retirees, COBRA members, and active employees to keep you in compliance with local and Federal laws, and to ensure that your employees receive the benefits that they are entitled to.