A quirk in Medicare’s 2027 rules can push people with a workplace HRA or FSA into a lifelong Part D penalty

Image Credit: Bart from New York, USA - CC BY 2.0/Wiki Commons/

Two Medicare rules that rarely interact are about to intersect for a group of workers who may not realize it. The 2027 Medicare Advantage and Part D final rule exempts employer-sponsored health reimbursement arrangements, flexible spending accounts, and health savings accounts from a disclosure requirement that normally tells Medicare-eligible people whether their coverage counts as creditable for drug-plan purposes — and missing that information can carry a permanent cost.

The Notice That Normally Answers One Question

Entities that offer prescription drug coverage to people eligible for Medicare are generally required to disclose each year whether that coverage is “creditable,” meaning it is expected to pay, on average, at least as much as Medicare’s standard drug benefit. That single determination matters because someone with creditable coverage can delay enrolling in Part D without being penalized later, while someone without it cannot.

Starting with the 2027 rule, CMS is exempting account-based plans — health reimbursement arrangements, flexible spending accounts, and health savings accounts — from that creditable coverage disclosure requirement, according to the agency’s own fact sheet on the final rule. CMS frames the change as reducing paperwork for plan sponsors as part of a broader deregulatory push.


Free download: What to ask the plan, the prescriber and the pharmacy, when to request an exception, and which records to keep. Download the free prescription coverage checklist.

Free download from RetireShield. Getting it also signs you up for the free Retirement Money Brief, a weekday email. Unsubscribe anytime.

Where the Penalty Comes In

The Part D late-enrollment penalty applies to anyone who goes 63 or more days in a row, after their initial enrollment period, without Medicare drug coverage or other creditable prescription coverage. In most cases, Medicare’s own guidance on switching, dropping, and rejoining drug coverage notes that penalty is added to the monthly Part D premium for as long as the person carries Medicare drug coverage — effectively for life, not just for a year or two.

A worker who relies on an HRA or FSA and assumes it counts as adequate drug coverage, without a notice confirming or denying that status, is the person this exemption puts at risk. Without the disclosure plan sponsors previously had to provide, that assumption has no paper trail to correct it before the enrollment clock runs out.

Why Account-Based Plans Are a Different Case Than Employer Health Coverage

Traditional employer or union group health coverage remains subject to the creditable coverage disclosure rule; the 2027 exemption applies specifically to the account-based products layered on top of, or alongside, that coverage. Crowell & Moring’s summary of the final rule describes HRAs, FSAs, and HSAs as being relieved of an obligation that still applies to other plan types, meaning the disclosure gap is narrow but real for the specific group of workers who lean on these accounts.

The distinction is easy to miss because HRAs and FSAs are often described casually as part of a benefits package without the same formal enrollment paperwork as a group health plan. Someone approaching 65 while covered mainly by one of these accounts has one less official signal than before to prompt a timely Part D decision.

What the Exemption Does Not Change

The underlying penalty math is unchanged by this rule. Medicare still calculates the Part D penalty based on the number of full months a person went without creditable coverage after becoming eligible, and the exemption does not create a new penalty — it removes a notice that used to help someone avoid triggering the existing one.

That distinction matters for anyone weighing what changed and what did not: the rule adjusts who has to send a disclosure, not what happens once the 63-day threshold is crossed without qualifying coverage in place.


The paperwork an account-based plan no longer sends

Nobody mails a reminder once the disclosure requirement no longer applies, and the 63-day enrollment clock does not pause for someone who assumed a workplace account already counted as coverage. Without a personal record of when Medicare eligibility began and what, if anything, qualifies as creditable, the decision defaults to whatever happens once the deadline has already passed.

It is a 10-page kit with 51 state Medicare cost-help packs and the new Part D out-of-pocket cap.

See the enrollment deadlines and coverage-comparison steps in The Medicare Cost & Coverage Protection Kit.

This article was researched and drafted with the help of AI and reviewed by The Financial Wire editorial team before publication.