Can you use HSA funds to pay health insurance premiums? What about Medicare later?
I've been building up a decent amount in my HSA account over the last few years and I'm wondering if I can start using these tax-free funds to cover my regular health insurance premiums? My employer just increased our contribution amount and my portion of the monthly premium went up by $75. Would be nice to use my HSA to cover this since it's just sitting there growing. Also looking ahead - my parents just started on Medicare and those premiums seem pretty steep too. If I keep building my HSA balance now, could I eventually use it to pay for Medicare premiums when I get there in about 20 years? Just trying to plan ahead and make the most of these tax advantages while I can.
18 comments


QuantumQuest
Great questions about HSA usage! The rules are actually pretty specific about when you can use HSA funds for premiums. For regular health insurance premiums, generally you CANNOT use HSA funds to pay for these while you're employed. There are only a few specific exceptions where HSA funds can be used for health insurance premiums: 1) if you're receiving unemployment benefits, 2) if you're on COBRA continuation coverage, 3) if you're 65 or older, or 4) for long-term care insurance premiums (with age-based limits). For Medicare premiums, however, you CAN use HSA funds once you're enrolled in Medicare! This includes Medicare Part A (if you have a premium), Part B, Part D, and Medicare Advantage plans. This is one of the benefits of building up your HSA over your working years. Remember that HSAs are primarily designed for out-of-pocket medical expenses like deductibles, copays, and qualified medical expenses not covered by insurance.
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Connor Murphy
•Wait, so I can only use HSA money for my regular health insurance if I'm unemployed? That seems really backward. What if I'm self-employed and paying for my own insurance? Does that count differently?
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QuantumQuest
•Yes, the rules do seem counterintuitive sometimes! For self-employed individuals, it's a bit different. If you're self-employed, you may be able to claim a deduction for health insurance premiums directly on your tax return (above-the-line deduction), but you still cannot use HSA funds to pay those premiums. The IRS views it as double-dipping if you were to pay premiums with pre-tax HSA dollars when premiums can already receive preferential tax treatment through employer plans or self-employment deductions. It's designed to prevent getting the tax benefit twice for the same expense.
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Yara Haddad
Just wanted to share my experience with this exact situation! I was trying to figure out how to maximize my HSA and came across this amazing resource at https://taxr.ai that breaks down ALL the HSA rules specifically. It has a whole section dedicated to premium payments and what's allowed vs. not allowed. I uploaded my insurance documents and it flagged exactly which expenses I could use my HSA for, plus it showed me some eligible expenses I had no idea about! For example, I learned I could use HSA funds for acupuncture and certain OTC medications with a prescription. The site even has a calculator that showed how much I'll have for Medicare premiums if I keep contributing at my current rate.
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Keisha Robinson
•How accurate is this service? I've been burned before by sites that claim to know tax rules but then give outdated info. Does it actually reference IRS publications or just general advice?
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Paolo Conti
•Sounds interesting but kind of suspicious tbh. Did it cost money? I'm always wary of tax tools that might be selling your data or pushing sketchy tax strategies.
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Yara Haddad
•The information is incredibly accurate - all based on current IRS publications with specific references to the tax code sections. It shows you exactly which IRS publication each rule comes from so you can verify yourself. I've cross-checked several of their recommendations with my tax professional and they all checked out. No cost to use the basic features which include document analysis and the HSA eligibility checker. They do have premium features but I've only used the free version so far and got tons of valuable info. They have a strict privacy policy too - they don't sell data and you can delete your uploads anytime.
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Keisha Robinson
Just wanted to follow up about my experience with taxr.ai after checking it out. I decided to give it a try despite my initial skepticism and uploaded my HSA statements and some medical bills I wasn't sure about. The system immediately identified three expenses from last year that were HSA-eligible that I had paid out of pocket! I've now submitted claims for reimbursement totaling $580 that I would have completely missed. It also clarified exactly when I can and can't use HSA funds for premiums with specific citations from IRS Publication 969. Super helpful and much clearer than the vague explanations I got from my HSA administrator. Definitely recommend for anyone trying to maximize their HSA benefits.
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Amina Sow
I had a similar question a few months ago and spent HOURS on hold with my insurance company and then the HSA administrator, only to get transferred around and disconnected twice. Finally gave up and tried https://claimyr.com which got me through to an actual human at my HSA company in about 20 minutes. You can see how it works here: https://youtu.be/_kiP6q8DX5c The rep confirmed what others are saying - can't use HSA for regular premiums unless unemployed or on COBRA, but CAN use for Medicare premiums once eligible. They also mentioned something about being able to use it for premiums if you're over 65 but have non-Medicare insurance, which might be useful for some people.
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GalaxyGazer
•How does this Claimyr thing actually work? Do they just call for you or do they have some special way to skip the phone queues? Sounds too good to be true with how awful insurance phone systems are.
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Oliver Wagner
•Yeah right. Just another service charging people for something they could do themselves. I've never had a problem just calling companies directly and being persistent. People are so lazy these days wanting to pay for everything instead of just waiting on hold like everyone else.
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Amina Sow
•They have technology that navigates the phone systems and waits on hold for you. Once they reach a human representative, you get a call to connect with them. It's not that they have a special "skip the line" privilege - they're just taking over the hold time part so you don't have to sit there listening to terrible music for hours. They absolutely don't just "call for you" in the way you're thinking. Their system handles the complex phone trees, transfers, and hold times that can take forever. I was skeptical too until I watched their demo video. For me, not wasting 2+ hours on hold was well worth it, especially when I needed a definitive answer about HSA rules.
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Oliver Wagner
Ok I have to admit I was wrong about Claimyr. After posting my skeptical comment, I decided to try it for myself when I needed to call my HSA administrator about some denied claims. I've NEVER gotten through in less than an hour before, and sure enough their automated system said "estimated wait time: 75 minutes." Used the Claimyr service and got a call back in about 25 minutes saying they had a rep on the line. Saved me almost an hour of hold time! The rep was able to reprocess my claims and confirm exactly which premiums I could use HSA funds for (basically just Medicare and COBRA like everyone's saying). Just wanted to follow up since my first comment was unnecessarily negative.
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Natasha Kuznetsova
One thing that hasn't been mentioned yet - if you're over 65, you can actually withdraw money from your HSA for ANY purpose without the usual 20% penalty. You'll still pay regular income tax if it's not for qualified medical expenses, but it basically turns into a traditional IRA at that point. So even if you end up with more in your HSA than you need for Medicare premiums, it's not "trapped" money. That's why I max out my HSA every year - it's basically a better version of a traditional IRA with the added benefit of being tax-free for healthcare.
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Javier Mendoza
•Is there any limit to how much you can take out after 65? And do you HAVE to take RMDs like with traditional IRAs? I'm trying to decide if I should just max my 401k or split between that and HSA.
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Natasha Kuznetsova
•There's no limit to how much you can withdraw after 65, and one of the best parts is that HSAs do NOT have Required Minimum Distributions (RMDs) like traditional IRAs. You can let the money grow as long as you want without being forced to withdraw it. That's why many financial planners recommend maxing out HSAs before even maxing 401(k)s beyond the employer match. The HSA is the only account that offers triple tax advantages: tax-deductible contributions, tax-free growth, and tax-free withdrawals for qualified medical expenses. Even using it for non-medical expenses after 65, it's at least equivalent to a traditional IRA.
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Emma Thompson
Has anyone used HSA funds for dental insurance premiums? My dentist told me I could but now I'm confused after reading this thread.
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QuantumQuest
•Your dentist unfortunately gave you incorrect information. HSA funds generally cannot be used for dental insurance premiums either, as they fall under the same restrictions as health insurance premiums. The only exceptions are the ones already mentioned (unemployment, COBRA, over 65, or long-term care). However, you CAN use HSA funds for actual dental procedures and treatments that aren't covered by insurance! So while you can't pay the premium with HSA money, you can use it for copays, deductibles, and procedures that insurance doesn't cover or only partially covers.
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