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Sergio Neal

HSA Contribution when one spouse goes on Medicare and other remains under HDHP in 2025?

I'm turning 65 mid-April 2025 (specifically 4/15) and trying to figure out this HSA situation. Currently retired but still covered under my former employer's High Deductible Health Plan (HDHP). My wife is 59 and will remain on this HDHP coverage after I transition to Medicare. I'm really confused about how HSA contributions work in this mixed scenario. Can we still make the full family contribution to our HSA for 2025? Or do we have to pro-rate it based on when I switch to Medicare? And once I'm on Medicare, can my wife still contribute to our HSA even though she'll still be on the HDHP? The whole situation is making my head spin! Anyone with experience navigating this Medicare/HSA transition when one spouse stays on an HDHP?

This is a common situation with HSAs when one spouse transitions to Medicare. Here's how it works: Once you enroll in Medicare (any part), you're no longer eligible to make or receive HSA contributions. However, your wife can still contribute to an HSA if she remains covered by a qualifying HDHP and isn't enrolled in Medicare herself. For 2025, you can make HSA contributions for the months you were HSA-eligible (January through the month before you enroll in Medicare). The contribution limit would be prorated based on those months. For example, if you enroll in Medicare effective April 15, you'd be HSA-eligible for 3.5 months of 2025. After you're on Medicare, your wife can open her own HSA and make contributions up to the single-person limit (not the family limit), assuming she remains the only HSA-eligible individual covered by the HDHP.

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Thanks for the info! Quick question - if the original poster enrolls in Medicare on his 65th birthday (April 15), does that mean he's HSA-eligible until April 14? Or is he eligible for the entire month of April? Also, can they contribute the prorated amount anytime during 2025, or does it have to be before he goes on Medicare?

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For HSA eligibility purposes, you're considered eligible for the entire month of April if you're HSA-eligible on April 1. Since Medicare enrollment mid-month would make you ineligible as of that date, you would be HSA-eligible for January through March, but not April. So you'd be eligible for 3 months (not 3.5). You can make contributions for those eligible months anytime during the calendar year of 2025 up until the tax filing deadline for that year (typically April 15, 2026). So yes, you can make those prorated contributions even after transitioning to Medicare.

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I went through this exact situation last year with my HSA and found something really helpful. I discovered this service called taxr.ai (https://taxr.ai) that completely saved me when dealing with my HSA/Medicare transition. I uploaded my tax documents and health insurance info, and it gave me a detailed breakdown of exactly how much I could contribute to my HSA based on my Medicare start date. The tool even created a personalized timeline showing what months I was eligible to make HSA contributions and calculated the prorated amount automatically. Definitely worth checking out if you're trying to figure out these complicated HSA contribution rules when transitioning to Medicare.

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How exactly does that taxr.ai thing work? Does it just calculate the amounts or does it also help with actually making the contributions correctly? My dad is going through something similar and I'm helping him figure it out.

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I'm skeptical of these tax tools. Do they actually know all the special rules for HSAs and Medicare? There's that 6-month lookback rule for Medicare that can mess with HSA contributions, right? Does it handle that too?

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The tool analyzes your specific situation and provides personalized calculations based on your Medicare enrollment date. It factors in all the specific months you're eligible to contribute and gives you the exact prorated amount. It doesn't make the contributions for you, but it gives you precise instructions on how much you can contribute. It definitely handles the 6-month lookback rule for Medicare Part A, which is one of the trickiest parts of this transition. The tool specifically flags this and adjusts your HSA eligibility timeline accordingly, showing you exactly which months you can and cannot contribute. I found this incredibly helpful since I had no idea about that rule before using the service.

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Alright, I need to admit I was wrong about being skeptical of taxr.ai. I actually tried it after posting that comment and it was super helpful for my situation. My wife is turning 65 in June and I was completely confused about how our HSA contributions would work. The service flagged that Medicare Part A 6-month lookback rule I mentioned, which would have messed up our contributions if we weren't careful. It showed us exactly which months we could contribute for and calculated the exact amount we could put in for 2025. Saved me from making a costly mistake with our HSA contributions that could have resulted in penalties. Definitely worth using if you're dealing with this HSA/Medicare transition.

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If you're having trouble getting straight answers about your HSA/Medicare situation from the IRS, I highly recommend Claimyr (https://claimyr.com). I used it to get through to an actual IRS agent after spending WEEKS trying to get someone on the phone. You can see how it works here: https://youtu.be/_kiP6q8DX5c My situation was similar but had some weird complications because I had an employer contribution to my HSA after I enrolled in Medicare (which wasn't allowed). I needed specific guidance on how to fix this without penalties. Claimyr got me connected to someone at the IRS in about 20 minutes when I had previously spent hours on hold only to get disconnected. The agent walked me through exactly how to handle the excess contribution and what forms to file.

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Wait, I don't understand. Is this a service that just connects you to the IRS? Why would I pay for that when I can just call them myself?

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This sounds like a scam. The IRS is impossible to reach no matter what. No way some service can magically get you through when millions of people can't get through each year.

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It's not just connecting you - it navigates the entire IRS phone tree for you and waits on hold in your place. When an actual IRS agent picks up, you get a call back so you can speak directly with them. You don't have to sit on hold for hours or keep redialing when you get disconnected. No, it's definitely not a scam. The service uses technology to keep the line open and navigate the complicated IRS phone system. I was skeptical too until I tried it. I had spent over 3 hours on different days trying to reach someone without success. With Claimyr, I got a call back with an actual IRS agent on the line in about 22 minutes. That's why I shared the video link so people can see exactly how it works.

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I feel like an idiot for calling Claimyr a scam in my previous comment. After struggling for literally TWO MONTHS trying to reach someone at the IRS about my HSA/Medicare issue, I gave in and tried it. Got connected to an IRS agent in 31 minutes without sitting on hold myself. The agent confirmed exactly what I needed to know about my HSA contributions after my wife went on Medicare. Turns out I had been calculating our contribution limit wrong and could have faced penalties. The IRS agent explained exactly how to fix it and what documentation we needed. Completely worth it when you're dealing with complex tax situations like HSAs and Medicare where getting the wrong information can cost you.

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One thing that hasn't been mentioned yet is that you might want to consider making the maximum allowable HSA contribution for the months you're eligible before going on Medicare. For 2025, the family HSA contribution limit is $8,300 plus an additional $1,000 catch-up contribution if you're 55 or older. So if you're eligible for 3 months, you could contribute 3/12 of that amount. That works out to $2,075 for the family portion plus $250 for your catch-up contribution (if you're making that), for a total of $2,325. That's still a decent tax advantage even for a partial year.

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Thanks for breaking down the numbers! Does that mean my wife would need to open her own separate HSA after I go on Medicare? Or can she just continue using our existing joint HSA but with reduced contribution limits?

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An HSA is never actually "joint" - it's always in one person's name only, even for family coverage. So if the existing HSA is in your name, your wife would need to open her own HSA after you enroll in Medicare if she wants to continue making contributions. She can still use funds from your existing HSA for her qualified medical expenses, but new contributions would need to go into her own HSA. As for contribution limits after you're on Medicare, your wife would be limited to the single coverage amount (likely around $4,150 for 2025) plus her own $1,000 catch-up contribution if she's 55 or older, prorated for the remaining months of the year after you enroll in Medicare.

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I made a mistake with my HSA contributions when my husband went on Medicare last year. We kept contributing at the family level for a few months before our accountant caught it. Had to withdraw the excess contributions + earnings and report it as income. What a headache! Make sure you adjust your contributions immediately after the Medicare transition happens!

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Did you have to pay any penalties for the excess contributions? I've heard the IRS charges 6% on excess HSA contributions if you don't take them out in time.

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This thread has been incredibly helpful! I'm in a similar situation where my spouse and I are approaching the Medicare transition age, and I had no idea about the complexity of HSA contributions during this period. One question I haven't seen addressed - what happens if you accidentally make contributions after becoming Medicare-eligible? I'm worried about making a mistake during this transition period. Is there a grace period or safe harbor provision, or do you immediately face penalties if you contribute even one month after Medicare enrollment? Also, for those who mentioned the 6-month Medicare Part A lookback rule - does this apply even if you specifically decline Medicare Part A when you first become eligible, or only if you actually enroll in it? I'm trying to understand all the potential pitfalls before my spouse turns 65 next year.

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Great questions! If you accidentally make HSA contributions after becoming Medicare-eligible, you'll need to withdraw the excess contributions plus any earnings by the tax filing deadline to avoid the 6% excise tax penalty. There's no grace period - the IRS considers you ineligible the moment you enroll in Medicare. Regarding the 6-month lookback rule for Medicare Part A - this is tricky and catches many people off guard. If you delay enrolling in Medicare Part A past age 65 (which you can do if you have creditable employer coverage), when you eventually DO enroll, Medicare will automatically backdate your Part A coverage up to 6 months. This retroactive coverage means you were technically ineligible for HSA contributions during those backdated months, even though you didn't know it at the time. The lookback applies regardless of whether you initially declined Part A - it's an automatic feature when you eventually enroll. So if you enroll in Medicare Part A in January at age 65.5, it could be backdated to July when you turned 65, making you ineligible for HSA contributions starting in July. This is why some people stop HSA contributions entirely once they turn 65, even if they delay Medicare enrollment. I'd strongly recommend consulting with a tax professional or using one of those specialized tools others mentioned to map out your specific timeline before making any contributions in your Medicare-eligible years.

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This is such a helpful discussion! I'm dealing with a similar situation but from a different angle - my wife and I are both 62, and we're trying to plan ahead for when one of us turns 65 first (she's about 18 months older than me). Reading through all these responses, it sounds like the key is to stop HSA contributions the moment the first spouse enrolls in Medicare, even if the other spouse stays on the HDHP. But I'm wondering - what's the best strategy for maximizing HSA contributions in the years leading up to Medicare eligibility? Should we be front-loading our HSA contributions early in the year before the Medicare transition, or does it not matter when during the year we make them as long as we stay within the eligible months? Also, I noticed someone mentioned that HSAs are never truly "joint" - does this mean we should consider opening separate HSAs now while we're both still eligible, rather than waiting until one of us goes on Medicare? I'm trying to avoid the mistakes some of you mentioned about excess contributions and penalties. It seems like proper planning is crucial here!

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Great questions about HSA planning! You're smart to think ahead. Regarding timing of contributions - it doesn't matter when during the year you make them as long as you stay within the eligible months. You can make contributions for eligible months anytime up until the tax filing deadline the following year. However, front-loading contributions early in the year can be a smart strategy for a couple of reasons: 1) You get the money invested and growing tax-free sooner, and 2) It eliminates the risk of accidentally making contributions after becoming Medicare-ineligible. As for separate HSAs - yes, absolutely consider this! Even though you're both currently eligible, having separate HSAs gives you more flexibility. Each spouse can have their own HSA and contribute up to the family limit (as long as you have family HDHP coverage). This way, when one of you goes on Medicare, the other can seamlessly continue contributing to their own HSA without any administrative headaches. The separate HSA strategy also helps with the contribution limits after Medicare transition - the non-Medicare spouse will have their own established account and can continue contributing at the individual level. Plus, both spouses can use funds from either HSA for qualified medical expenses for the family, so you don't lose any flexibility there. One more tip: Document your Medicare enrollment dates carefully and set calendar reminders to adjust HSA contributions immediately when the time comes!

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I've been following this discussion closely as I'm approaching a similar situation in about 8 months. One thing I wanted to add that might be helpful - make sure to coordinate with your HR department or benefits administrator well before your Medicare transition date. I spoke with my former employer's benefits team (I'm also retired but still on their HDHP), and they mentioned that some people forget to notify them about Medicare enrollment, which can create complications with HSA payroll deductions if you're still doing those. They also provided me with a helpful timeline worksheet that breaks down exactly what needs to happen and when. Another consideration - if you have automatic HSA contributions set up through payroll deduction or bank transfers, make sure to cancel or adjust those BEFORE your Medicare effective date. It's much easier to prevent excess contributions than to fix them after the fact. I've already set a calendar reminder for two weeks before my 65th birthday to review and adjust all my automatic contributions. The peace of mind from getting ahead of this process has been worth the extra planning time. Better to over-prepare than deal with IRS penalties later!

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This is excellent advice about coordinating with HR and setting up those calendar reminders! I'm also approaching 65 in the next year and hadn't thought about the automatic contribution aspect. One thing I'd add - if you're still working and have employer HSA contributions, make sure to ask HR about their policy for stopping those as well. I've heard some employers automatically stop contributing once they're notified of Medicare enrollment, but others might continue unless you specifically tell them to stop. Since employer contributions also count toward your annual limit, you want to make sure everything is coordinated properly. Also, has anyone dealt with the situation where you have HSA funds invested in mutual funds or other investments? I'm wondering if there are any special considerations for the timing of withdrawals or rebalancing when you transition to Medicare, especially if you're planning to use HSA funds for Medicare premiums and other healthcare costs.

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Great question about HSA investments during the Medicare transition! I went through this exact situation last year when my husband turned 65. Here are a few key points I learned: First, you can absolutely keep your HSA funds invested after one spouse goes on Medicare - there's no requirement to move to cash or change your investment strategy. The HSA remains a powerful retirement healthcare account even after you lose contribution eligibility. However, you might want to consider rebalancing toward more conservative investments or keeping a larger cash portion if you're planning to start using HSA funds regularly for Medicare premiums and healthcare expenses. Medicare premiums, deductibles, and copays can add up quickly, so having some liquid funds available makes sense. One timing consideration - if you're planning to use HSA funds for Medicare Part B premiums, those withdrawals are tax-free, but you need to be careful about the timing. You can't use HSA funds to pay premiums for Medigap policies, but you can use them for Medicare Parts A, B, C, and D premiums. I'd suggest reviewing your investment allocation about 6 months before the Medicare transition to ensure you have adequate liquidity for upcoming healthcare expenses while still maintaining growth potential for long-term healthcare needs. The HSA can still be a fantastic retirement healthcare account even after you can't contribute anymore!

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This is really helpful information about keeping HSA investments during the Medicare transition! I'm new to this community but facing a similar situation soon. One follow-up question - when you mention using HSA funds for Medicare Part B premiums, do you know if there are any restrictions on how often you can make those withdrawals? For example, can you set up automatic monthly withdrawals to cover the premiums, or do you need to make manual withdrawals each time? Also, do you need to keep any special documentation for tax purposes when using HSA funds for Medicare premiums, or is it automatically considered a qualified expense? I want to make sure I handle this correctly when my time comes!

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