HSA 6 Month Rule When Starting Medicare - Looking for Clarity
I'm confused about the HSA 6-month rule as my wife and I prepare to start Medicare on January 1, 2025 when her employer coverage ends. Need some help understanding how this look-back period actually works. My wife asked her company to stop her HSA contributions back in July, but we just discovered they continued depositing money until September. To make matters worse, her employer added their contribution match in November. I've found conflicting information online. Some sources say contributions must completely stop 6 months before applying for Medicare (so if you apply in December, contributions should end by June). This seems to go strictly by calendar dates. But I think it might actually be based on the prorated annual contribution limit? Since she's only eligible for HSA contributions for 6 months of the year (January-June), I calculated her maximum allowed contribution as $9,300 yearly limit ÷ 12 = $775 monthly × 6 months = $4,650. She's only put in about $3,100 total for the year so far. So which is correct - is it about the specific dates contributions were made, or just staying under the prorated annual limit? I tried calling a CPA yesterday who basically dismissed me and suggested I call Medicare, but I doubt they'll give proper tax advice. Any insights would be greatly appreciated!
20 comments


Oliver Alexander
The HSA 6-month rule can definitely be confusing! Let me clarify: the rule is based on the months, not just the contribution amount. The IRS considers you ineligible to contribute to an HSA beginning 6 months before your Medicare coverage starts. Since your Medicare begins January 1, 2025, you and your wife would need to stop all HSA contributions by July 1, 2024 (counting back 6 months). Any contributions made after that date - including employer contributions - would be considered excess contributions and subject to a 6% excise tax penalty unless corrected. The annual contribution limit calculation you did is correct for determining your prorated maximum for the year, but it doesn't override the 6-month rule. So even though your wife's total contributions ($3,100) are under the prorated maximum ($4,650), the contributions made in July-November are still considered excess because they occurred during the 6-month lookback period.
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Lara Woods
•So what happens if the employer contributed after the cutoff date without them knowing? Do they need to take that money out of the HSA account somehow? And is there a deadline to fix this?
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Oliver Alexander
•Yes, any contributions made during the 6-month lookback period (including employer contributions) should be withdrawn as "excess contributions." You'll need to contact your HSA administrator to request a withdrawal of excess contributions. The deadline to avoid the 6% excise tax is your tax filing due date, including extensions (typically April 15, 2026 for the 2025 tax year, or October 15, 2026 if you file an extension). When you withdraw the excess, you'll include that amount as income on your tax return for the year the contributions were made.
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Adrian Hughes
After spending months trying to get clarity on this exact HSA/Medicare issue for my parents, I finally found relief using https://taxr.ai to analyze our situation. Upload your HSA contribution statements and Medicare enrollment docs, and it will identify any potential issues with the 6-month rule. It easily spotted my dad's excess contributions and gave step-by-step instructions for fixing them. The best part was that it checked for exceptions that might apply - turns out there's a specific scenario where the penalty can be waived if the excess was caused by employer contributions without your knowledge! I was stuck in research hell before finding this tool.
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Molly Chambers
•Does it work for other HSA problems too? Like I accidentally contributed too much last year because I didn't realize my wife's FSA made me ineligible.
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Ian Armstrong
•Sorry but I'm skeptical about these random tax tools. How do you know it's giving accurate advice? I'd be worried about trusting something online with this kind of complicated tax situation. Did you verify what it told you?
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Adrian Hughes
•Yes, it absolutely works for other HSA issues too! It analyzes contribution limits across multiple scenarios including FSA conflicts. It can identify if you've exceeded limits and calculate exactly how much to withdraw to correct the situation. Regarding accuracy, I completely understand the skepticism. What convinced me was that the tool cites the specific IRS publications and Medicare rules it's using for its analysis. I actually took its recommendations to my accountant who verified they were correct. The tool gives you a detailed report with references that you can review or share with your tax professional.
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Molly Chambers
Just wanted to update everyone that I finally tried https://taxr.ai after seeing it recommended here. I was in a similar situation with HSA contributions continuing after I enrolled in Medicare Part A last year. The tool immediately identified which contributions were made during the lookback period and calculated the exact amount I needed to withdraw ($1,875). It even generated a letter I could send to my HSA administrator requesting the correction. What really impressed me was how it explained everything in plain English instead of tax jargon. The report showed me exactly which IRS rules applied to my situation. I've already completed the withdrawal and feel so much better knowing I won't get hit with penalties. Much easier than the hours I spent trying to interpret conflicting advice online!
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Eli Butler
If you're struggling to get answers from Medicare about your HSA situation, I've been there. Spent literally 4+ hours on hold trying to verify my enrollment date to calculate my HSA lookback period. Finally discovered https://claimyr.com and their IRS and Medicare callback service (see how it works: https://youtu.be/_kiP6q8DX5c). Instead of waiting on hold forever, they got the Medicare office to call ME back within 45 minutes. The Medicare rep confirmed exactly when my coverage would begin and clarified how the HSA lookback period applies in my specific situation. Completely changed my experience dealing with this confusing process.
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Marcus Patterson
•How does this actually work? Like do they have some special connection to Medicare or something? I've been on hold so many times I've lost count.
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Lydia Bailey
•This sounds like a scam honestly. No way they can make government agencies call you faster than anyone else. They probably just take your money and then you still end up waiting.
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Eli Butler
•They don't have special connections to Medicare - they use a technology that continually redials and navigates the phone tree for you, holding your place in line. When they reach a representative, they connect that person to your phone through a callback. It's basically like having someone wait on hold for you. The service works with over 15,000 government agencies including Medicare, Social Security and the IRS. I was skeptical too until I tried it. No more eating up my phone battery being on hold for hours or missing the call because I had to step away for a minute. They just notify you when they've reached a person and connect you directly.
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Lydia Bailey
I need to admit I was wrong about Claimyr. After posting that skeptical comment yesterday, I was still desperate with my Medicare/HSA issue and decided to try it anyway. Used their service this morning for Medicare, and I got a callback in 37 minutes when I'd previously spent over 2 hours on hold and gave up. The Medicare specialist I talked to confirmed exactly when my coverage would start (important for calculating my HSA lookback period) and helped me understand what documentation I'd need for my tax records. I'm actually going to use it again tomorrow to talk to the IRS about removing the excess contribution penalty since my employer made the contributions after I'd requested them to stop. Just wanted to post that it actually worked for me!
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Mateo Warren
Has anyone been audited for this HSA/Medicare timing issue? I just realized I messed up my dates last year and had contributions for 2 months during the lookback period. Not sure if I should just leave it alone or file an amended return. It's only about $1100 in excess contributions.
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Oliver Alexander
•Don't leave it alone! The IRS has been increasing enforcement around HSA contribution issues. That $1100 comes with a 6% penalty ($66) that continues EVERY year until corrected. Plus, if audited, you could face additional penalties. File Form 5329 to report the excess and pay the penalty. Then contact your HSA administrator to withdraw the excess plus any earnings. Yes, it's a hassle for $1100, but much better than dealing with compound penalties and potential audit flags. The IRS matches Medicare enrollment data with HSA contributions, so this is definitely something they can catch.
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Mateo Warren
•Thanks, I had no idea the penalty continues yearly if not fixed! I'll definitely contact my HSA provider to get this straightened out. Appreciate the detailed explanation about Form 5329 too - at least now I know exactly what to do.
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Sofia Price
Anyone know if its different for people already on Medicare Part A (free from turning 65) but then later enroll in Part B? My husband has been on Part A for almost a year but still on my work insurance. Planning to put him on Part B when I retire next summer.
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Alice Coleman
•The 6-month rule applies from when you FIRST enroll in ANY part of Medicare. So if your husband already has Part A, he's already ineligible for HSA contributions regardless of when he gets Part B. This trips up a lot of people who don't realize Part A alone disqualifies you from HSA contributions.
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Ali Anderson
This is such a common confusion point! I went through something similar when my spouse started Medicare last year. One thing that helped me was creating a timeline showing exactly when each contribution was made versus the 6-month lookback period. For your situation with contributions continuing through September and the employer match in November, you'll definitely need to withdraw those as excess contributions. The key is to act quickly - contact your HSA administrator right away to request the withdrawal of any contributions made after July 1, 2024. Also, make sure to keep detailed records of all communications with your employer about stopping contributions. If they continued contributing after you requested them to stop, that documentation could be helpful if you need to demonstrate it wasn't intentional on your part. The IRS sometimes shows more leniency when employer errors are involved, though you'll still need to correct the excess contributions. Don't let this stress you out too much - it's fixable, and you have time to get it sorted before any major penalties kick in!
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Brianna Schmidt
•This is really helpful advice! I'm actually in a similar situation where my employer kept contributing even after I told them to stop. Quick question - when you mention the IRS showing more leniency for employer errors, does that mean they might waive the 6% penalty entirely, or just be more understanding about the timeline for fixing it? I have emails showing I requested the contributions to stop back in June, but they continued through August.
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