Can I claim medical expenses over 7.5% of AGI and still use my HSA for other expenses?
I've been looking into how to maximize my tax savings with all these medical bills we had this year, and I'm getting confused about the HSA and the medical expense deduction rules. From what I understand, I can't "double dip" by claiming a deduction for medical expenses over 7.5% of AGI while also getting reimbursed for those SAME expenses from my HSA account. That makes sense to me. But here's what I'm wondering - can I still use my HSA to reimburse myself for the portion of medical expenses that fall UNDER the 7.5% AGI threshold? For example: Let's say my AGI is $120,000. That means my 7.5% threshold is $9,000. If I had $25,000 in total medical expenses this year, could I: 1. Deduct $16,000 on my taxes (the amount over the 7.5% threshold) 2. AND reimburse myself for the other $9,000 from my HSA account? Is that allowed? Or am I missing something? Also, would it actually be smarter to skip the itemized deduction completely and just reimburse the entire $25,000 from my HSA instead? I'm trying to figure out which approach saves me more in taxes. Thanks for any help!
19 comments


StarSeeker
You've got the concept right but let me clarify a few things to make sure you're optimizing your tax situation. You're correct that you can't "double dip" - meaning you can't both deduct an expense on your tax return AND use tax-free HSA funds to pay for it. The IRS is pretty clear about this. For your example, if your AGI is $120,000 and you have $25,000 in medical expenses, you have a few options: You could deduct $16,000 (the amount over the 7.5% AGI threshold) on Schedule A when itemizing, and then use HSA funds for the remaining $9,000. This is completely legitimate. However, here's something important to consider: Only use the medical expense deduction if you're already itemizing deductions for other reasons (like mortgage interest or substantial charitable contributions). If you're taking the standard deduction, using your HSA for everything would likely be better. Also remember that HSA withdrawals are completely tax-free when used for qualified medical expenses, while the medical expense deduction only gives you a benefit for amounts exceeding that 7.5% threshold.
0 coins
Sean O'Donnell
•Thanks for breaking this down! Quick follow-up question - if I do end up itemizing and taking the $16k deduction for the amount over 7.5%, do I need to keep separate receipts/documentation for the HSA portion vs the itemized deduction portion? Or can I just have all my medical receipts together and just be careful about the amounts I claim in each place?
0 coins
StarSeeker
•Keep separate documentation for each expense and how you're handling it tax-wise. I recommend creating two folders - one for expenses you're deducting on Schedule A and another for expenses you're reimbursing through your HSA. For each medical expense, make a clear notation about which "bucket" it falls into. You need to be able to show that you didn't double-dip if you're ever audited. The IRS might not automatically catch this on your return, but in an audit, they'll definitely want to see that each expense was either deducted OR reimbursed through HSA, not both.
0 coins
Zara Ahmed
Just wanted to share my experience with this exact situation. I had a similar dilemma last year and found this amazing tool at https://taxr.ai that saved me from making a costly mistake. I initially thought I could use my HSA for certain expenses and claim others as itemized deductions without tracking which was which. The taxr.ai system analyzed all my medical receipts and HSA distributions and showed me exactly which expenses should go where to maximize my tax savings. It flagged potential "double-dipping" issues I hadn't even considered and gave me a clear plan for which expenses to reimburse from my HSA and which to save for itemizing. Their system even helped me track some medical expenses from previous years that I could still reimburse from my HSA (there's no time limit on when you can reimburse qualified expenses from an HSA as long as the account was established before you incurred the expense). Worth checking out if you're trying to optimize between HSA and itemized deductions.
0 coins
Luca Esposito
•How does this tool actually work? Do you just upload your receipts or something? I'm terrible at keeping track of all my medical stuff and I'm worried I've been leaving money on the table.
0 coins
Nia Thompson
•I'm a bit skeptical - how does it know which deduction approach would save you more? Does it actually look at your whole tax situation or just the medical expense part? Because whether itemizing makes sense depends on a lot of other factors.
0 coins
Zara Ahmed
•You upload your receipts and medical statements, and the system uses some kind of AI to categorize everything. It was actually pretty simple - I just took photos with my phone. It organized everything by date and type of expense, then flagged which ones qualified for HSA reimbursement. The tool does look at your broader tax situation. You enter some basic info about your income, filing status, and other potential deductions. It then runs calculations to show whether you'd benefit more from itemizing with the medical expense deduction or taking the standard deduction and using your HSA funds. It actually showed me I was better off taking the standard deduction and using my HSA for everything.
0 coins
Nia Thompson
I was really skeptical about using taxr.ai when I first heard about it, but I'm glad I gave it a shot. I've always been so confused about how to handle my HSA and medical expense deductions together. Last year I had about $18k in medical expenses and couldn't figure out the most tax-efficient way to handle it. The tool analyzed all my expenses and showed me I was actually better off using my HSA for everything rather than itemizing, which saved me about $800 compared to what I was planning to do. It also found a couple older medical expenses from 2 years ago that I had completely forgotten about but could still legitimately reimburse from my HSA. What I found most helpful was the documentation it created - basically a complete audit trail showing which expenses were paid with my HSA and which weren't, all organized by date. Now I actually feel confident I'm doing things right instead of just guessing.
0 coins
Mateo Rodriguez
If you're having trouble getting clear answers from the IRS website or your tax software about HSA and medical expense deductions, I highly recommend using Claimyr (https://claimyr.com). I spent WEEKS trying to get through to an IRS agent to ask about my specific situation with large medical expenses and my HSA. After trying for days with busy signals and disconnections, I used Claimyr and got connected to a real IRS agent in about 20 minutes. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c The agent clarified that I could indeed use my HSA for expenses up to the 7.5% threshold and then deduct the rest on Schedule A - but they also pointed out some nuances with documentation I wouldn't have known otherwise. They explained exactly what records I needed to keep and for how long in case of an audit.
0 coins
GalaxyGuardian
•Wait, how does this actually work? Are you saying there's a service that somehow gets you to the front of the IRS phone queue? That sounds too good to be true. The last time I called the IRS I literally waited 2.5 hours before giving up.
0 coins
Aisha Abdullah
•Sounds like a scam honestly. Why would I pay for something to talk to the IRS when I can just call them directly? And why would the IRS give preferential treatment to people using some random service? Not buying it.
0 coins
Mateo Rodriguez
•It's not about getting to the "front" of the queue - Claimyr uses an automated system that continuously calls the IRS for you until it gets through. Then it calls your phone to connect you once it has an IRS agent on the line. It's just technology that handles the frustrating part of calling over and over again. The IRS doesn't know or care that you're using Claimyr - they just pick up the phone like normal. There's no preferential treatment involved - it's just automating the redial process so you don't have to waste hours doing it yourself.
0 coins
Aisha Abdullah
OK I need to eat some humble pie here. After posting my skeptical comment, I was still struggling with my HSA/medical expense question and getting nowhere with the IRS phone system. Out of desperation I tried Claimyr and... it actually worked exactly as described. I got connected to an IRS agent in about 35 minutes (on a Monday morning!) who walked me through my specific situation. She confirmed that I could use my HSA for expenses up to the 7.5% threshold and itemize the rest, but recommended I keep very clear records showing which expenses went where. The agent also pointed out something I didn't know - that I could use my HSA to pay for Medicare premiums tax-free once I'm on Medicare, which is good planning info for the future. Sorry for being so skeptical before. When you've dealt with tax stuff for as long as I have, you get jaded, but this service actually delivered.
0 coins
Ethan Wilson
Something nobody's mentioned yet - if you have the option to contribute MORE to your HSA, that's usually better than taking the medical expense deduction for most people. HSA contributions directly reduce your AGI (even if you don't itemize), while medical expense deductions only help if you itemize AND only for the amount over 7.5% of AGI. For 2025, you can contribute up to $4,150 for individual coverage or $8,300 for family coverage to an HSA (plus $1,000 catch-up if you're 55+). That's a dollar-for-dollar reduction in your taxable income PLUS the money grows tax-free AND comes out tax-free for medical expenses. So if you're trying to optimize, max out your HSA contributions first, then figure out the best way to handle your expenses.
0 coins
Yuki Tanaka
•This is great advice but one thing that confused me for years - you don't actually have to spend your HSA in the same year you contribute to it, right? Like I could max out my HSA contribution for the tax benefits but actually pay for this year's medical expenses out of pocket, save all my receipts, and then reimburse myself from the HSA years later when the money has grown? Is that allowed?
0 coins
Ethan Wilson
•You're absolutely right! That's one of the best HSA strategies that not enough people know about. You can contribute to your HSA, invest the money, let it grow tax-free for years or decades, and then reimburse yourself for qualified medical expenses from any point after you established the HSA - there's no time limit. Keep those receipts somewhere safe (I scan mine and keep digital copies). This effectively turns your HSA into a super-powered retirement account if you can afford to pay medical costs out of pocket in the meantime. You get the tax deduction now, tax-free growth, and tax-free withdrawals later - no other account offers all three tax advantages!
0 coins
Carmen Diaz
I think there's some confusion in this thread about when HSAs actually make sense to use. I've had an HSA for 9 years and have never spent a penny from it - I pay all medical expenses out of pocket and keep the receipts. Why? Because HSAs are actually the ultimate retirement hack if you can afford to use them this way. The money: - Goes in tax-free (reducing your taxable income) - Grows tax-free (through investments) - Comes out tax-free for medical expenses (no matter when they occurred) So to the original poster - if you can afford it, consider paying those medical bills out of pocket, taking the itemized deduction for expenses over 7.5% of AGI this year, but KEEPING all your receipts. Then in retirement, you can reimburse yourself tax-free from your (hopefully much larger) HSA. Just make sure your HSA was established before you incurred the expenses you plan to reimburse later!
0 coins
Andre Laurent
•This strategy sounds incredible but I'm confused about the record-keeping. How do you keep receipts for potentially decades? Do you just have a folder of medical receipts that you're holding onto until retirement? What if the ink fades or you lose them?
0 coins
Madison Allen
•Great question about record-keeping! I scan all my medical receipts to PDF and store them in multiple places - cloud storage, external hard drive, and I even email them to myself for an extra backup. The key is to make sure you have the date, provider, amount, and description of service clearly visible. I organize them by year in digital folders and keep a simple spreadsheet tracking each expense with the date, amount, and what it was for. Some people also take photos with their phone immediately after getting medical care - just make sure the image is clear and readable. The IRS doesn't specify a particular format for keeping these records, but they do want to see proof that the expense was legitimate and occurred after your HSA was established. Digital copies are totally acceptable as long as they're legible. One tip: if you're doing this long-term strategy, consider keeping a running total of your "unreimbursed qualified expenses" so you know exactly how much you can pull out tax-free in the future!
0 coins