Author: Grant A. Meyer, CFP®
Published On: 02/01/2026

The Horizon HSA Strategy: Generate Tax‑Free Income in Retirement

This "Horizon" Health Savings Account (HSA) strategy can save thousands in taxes each year and create a tax-free income stream in retirement. This strategy is especially powerful for high-income earners, like doctors, lawyers, or executives.  If you follow this approach, you'll take full advantage of the HSA’s triple tax benefits, turning a regular HSA into a "Horizon" HSA. 

An Overview: The Power of HSAs

Triple Tax Advantage

HSA contributions are pre-tax, growth is tax-free, and withdrawals for medical expenses are tax-free. This unique combination beats even Roth accounts for medical spending.

Maximize High-Bracket Savings

For a high earner (35% federal rate + a state income tax, let's say 9.85% rate like in Minnesota), every $1 contributed to an HSA avoids ~45¢ in taxes. Contributing the 2025 family max ($8,750) saves ~$3,937 in taxes each year.

Tax-Free Retirement Cash

By paying current medical costs out-of-pocket (and saving receipts), your HSA can grow untouched. In retirement, reimburse yourself for those expenses to create tax-free income, keeping taxable income low, allowing for other planning opportunities.

HSA Basics

HDHP: You must have a qualifying high-deductible health plan (HDHP) to be eligible to contribute to an HSA. You also cannot be enrolled in Medicare. Typically, these high-deductible plans have lower premiums (cost less per paycheck) than the low-deductible, copay plans. 

Contribute pre-tax dollars: HSA contributions are 100% tax-deductible – they reduce your taxable income dollar for dollar. High-income individuals reap the biggest benefit. For example, someone in the 35% federal bracket and Minnesota’s 9.85% top state bracket faces a ~45% combined marginal tax rate. Every dollar put into an HSA instead of taking it as salary avoids that ~45% tax hit. Contributing the family HSA maximum ($8,750 in 2026) would otherwise incur roughly $3,937 in combined federal and state taxes. Over many years, these tax savings compound significantly. 

It's Yours to Keep: Unlike Flex Spending Accounts (FSAs), any money inside an HSA is always yours to keep. You don't have to worry about using the money prior to the end of the year. Additionally, if you leave your employer, you can move your HSA, using a tax-free rollover, into your new HSA plan. 

Triple tax advantage: The HSA is often called “triple-tax-free.” Here’s why:

  1. Contributions are pre-tax (or deductible if made after-tax), so you pay no tax upfront.
  2. Growth is tax-free – interest, dividends, and capital gains inside the HSA are not taxed.
  3. Withdrawals are tax-free if used for qualified medical expenses.

This triple benefit is unmatched by any other account (traditional 401(k)s/IRAs give pre-tax but taxed on withdrawal; Roth IRAs give tax-free growth and withdrawal but use after-tax contributions). An HSA, when used for health costs, beats them by combining all benefits in one. Even if withdrawals end up being for non-medical purposes, after age 65 an HSA essentially acts like a traditional IRA (withdrawals are taxable but no penalty). The goal of the strategy, however, is to use it for medical needs to maintain tax-free status. 


High-impact for high earners: If you’re already maxing out a 401(k) and Roth IRA (Perhaps using the "backdoor Roth" strategy), the HSA is an additional tax shelter. Each year you max out the HSA, you potentially save thousands in taxes immediately. The higher your income, the more tax savings there are. 


Investing the HSA for Long-Term Growth: Many HSA providers allow investing in mutual funds or index funds once your balance exceeds a threshold (often $1–2k). At TruMix Advisors, we partner with HSA providers to allow our clients to invest their HSAs. Given a long time horizon, considering an aggressive allocation to a broad stock index (like the S&P 500) could be a good fit as it offers maximum growth potential (historically ~10% annual returns on average). As always, however, investing includes risk, and there will be times when the account goes down in value. No return is guaranteed. You should ensure your allocation meets your risk tolerance and goals. 


Hypothetical Example:  Let's say you contribute the family maximum each year, and the IRS limits rise ~2–3% annually with inflation (as they typically do). You then invest the money in the S&P 500, returning ~10%/yr on average. (Importantly, you do not withdraw from the HSA for current expenses – you let it compound.) After 20 years, the HSA can grow to an astonishingly large amount.


HSA Growth: 20-Year Projection (Year 1 = 2026; family contributions rise ~3%/yr; 10% annual return; invest at start of year). Tax savings assume a 44.85% combined marginal rate.
YearCalendar YearHSA Contribution (Family)Investment Gains (That Year)HSA Balance (End of Year)Hypothetical Tax Savings (44.85%)Cumulative Tax Savings
12026$8,750$875$9,625$3,924$3,924
22027$9,012$1,864$20,501$4,042$7,966
32028$9,283$2,978$32,763$4,163$12,130
42029$9,561$4,232$46,556$4,288$16,418
52030$9,848$5,640$62,045$4,417$20,835
62031$10,143$7,164$79,352$4,550$25,385
72032$10,447$8,890$98,789$4,686$30,071
82033$10,760$10,820$120,369$4,822$34,893
92034$11,083$12,974$144,426$4,968$39,861
102035$11,416$15,378$170,192$5,120$44,981
112036$11,758$18,061$197,805$5,272$50,253
122037$12,111$21,053$227,409$5,431$55,684
132038$12,474$24,388$259,163$5,594$61,278
142039$12,848$28,113$293,247$5,762$67,040
152040$13,233$32,269$329,849$5,936$72,976
162041$13,630$36,900$369,179$6,115$79,091
172042$14,038$42,073$411,474$6,295$85,386
182043$14,462$48,219$530,404$6,486$91,887
192044$14,896$54,530$599,830$6,681$98,568
202045$15,343$61,517$676,691$6,881$105,449

Assumptions: Maximum family contribution, inflated ~3%/yr ; 10% annual investment return; all contributions invested at the start of each year.  Tax savings assumes a 35% federal rate and a 9.85% state income tax rate. Tax rates can change based on which state you live in and your income. Rates can also change if new tax law is passed. By Year 20, the HSA is over $676,000 (while total contributions over 20 years were about $230k). About $430,000 of that is pure investment growth – never taxed along the way.  This is a hypothetical example - return is not guaranteed, and you can lose money while investing. 


A Quick Note on Investments: Why did we choose an aggressive, 100% stock fund for this hypothetical scenario? In this strategy, the assumption is you won’t touch the HSA for years, effectively making it part of your long-term retirement portfolio. Since the HSA will eventually cover medical costs in retirement, think of it like an IRA meant to pay healthcare – and you likely want it as large as possible by then.

A high-stock fund allocation maximizes long-term return potential - but does add additional risk and volatility. As always, you could choose a more balanced allocation per your risk tolerance, and you will want to factor in your specific circumstances when making an investment allocation. 

Of course, investing involves risk and market fluctuations. It is possible that your investments could decline in value at the exact moment you need to use the funds. Be aware of all the risks and talk to your trusted advisor when making these allocations. Not sure how to invest? At TruMix Advisors, we help our clients navigate investing their HSAs. 

Additional Tax Savings: If your income is higher, it's possible you're in the 37% federal income tax bracket, meaning this strategy is even more impactful. Regardless of your income bracket, any HSA contribution made through payroll also avoids FICA taxes (for Social Security and Medicare). Those two rates are currently 7.65% and .09% respectively. A high-income earner in the state of MN, for example, could be saving over 55% in taxes! (37% federally, 9.85% state, 7.65% Social Security, and 0.9% Medicare)

How an HSA turns into a "Horizon" HSA

Pay Medical Expenses Out-of-Pocket: 
A critical element of the “Horizon HSA” strategy is to leave the HSA money untouched for as long as possible. That means paying current medical expenses with other funds, not your HSA. Ideally, you can use a rewards credit card to pay doctor bills, prescriptions, and other qualified expenses. As a bonus, using a cash-back credit card (often ~1-2% back) effectively gives a small discount on those expenses. It’s not huge, but it’s free money for paying out-of-pocket.

Why do this? Paying out-of-pocket allows the HSA to remain invested and growing. Think of it as making a tax-free loan to your future retirement: you cover costs now, letting the pre-tax HSA dollars grow, and later you’ll “repay” yourself from the HSA without tax. 

Important Notes:

  • Only pay medical expenses with a credit card if you can pay off the card in full – you do not want to incur interest; that would defeat the purpose.
  • Ensure you keep some cash for immediate needs until you’ve built a buffer elsewhere. You might keep the first year or two of contributions in the HSA cash account (or contribute only after paying bills) so you don’t have to sell investments to cover an unplanned large medical bill.
  • Once you have other savings to cover surprise expenses, you can fully invest new HSA contributions for growth.
  • This approach requires discipline (not touching the HSA for a long time) and excellent record-keeping. If you’re likely to raid the HSA early or hate managing receipts, it may not be for you.
  • This plan also works best if you have lower medical costs. If you have expensive, ongoing medical costs and a very high deductible, this plan may be less advantageous. 

Keep Documentation of Every Medical Expense: For every medical co-pay, dental or vision bill, prescription, etc. that you pay outside the HSA, save the receipt. Maintain a spreadsheet with the date, amount, provider, and description of each qualified medical expense you paid out-of-pocket. Additionally, you should keep a folder of EOBs and receipts of medical expenses paid on your own.

This record-keeping is absolutely crucial.

The reason is that HSA funds can be withdrawn tax-free to reimburse any qualified medical expense incurred after the HSA was established – even if the expense was years or decades ago. There is no time limit on when you can reimburse yourself. 

For example, if in Year 3 you pay $200 for a dental procedure out-of-pocket, you can hold onto that $200 receipt. In Year 20 (or Year 30!), you could withdraw $200 from your HSA, tax-free, to “pay back” that old expense – even though you actually paid it long ago. The HSA rules simply require that (a) the expense was qualified and incurred after you opened the HSA, and (b) you haven’t already been reimbursed for it (you can’t double-dip). With good records, you might accumulate tens of thousands of dollars in unreimbursed medical expenses. These become the basis for tax-free withdrawals later.

In your tracking spreadsheet, have a running total of your unreimbursed expenses. This figure represents how much you could take from the HSA tax-free at any time. It’s motivating to see it grow, and it will help with planning your withdrawals later. For instance, you might realize by age 60 that you’ve got, say, $100k of cumulative receipts – so you might start withdrawing, $20k a year for five years to use it up.

If audited, you must prove that any HSA withdrawals you claimed as tax-free were indeed for qualified medical expenses. The IRS can ask for receipts for any expense you reimbursed from the HSA, even those from many years ago. If you cannot produce proof, the withdrawal could be reclassified as taxable (and if you were under 65 at the time of withdrawal, subject to a 20% penalty). 

Ensure Expenses are Qualified: Not every health-related cost is HSA-eligible. Generally, expenses that would count as deductible medical expenses on a tax return (IRS Publication 502) are qualified for HSA spending. This includes most medical, dental, vision services, prescriptions, etc. Insurance premiums are not qualified except for specific cases (like Medicare premiums, long-term care premiums up to limits, or COBRA premiums). So, for example, elective cosmetic surgery or general wellness items might not qualify. Be sure the receipts you save are for legitimate HSA-qualified expenses. When in doubt, consult Publication 502 or a CPA/tax advisor.

 

No “double-dipping”: If you have already been reimbursed by insurance or an FSA for an expense, you cannot also reimburse yourself from the HSA. Likewise, if you deduct a medical expense on your tax return (unlikely for most, since you’d need to exceed the AGI threshold for itemizing medical expenses), you can’t also use HSA funds for it. In practice, if you’re doing this HSA strategy, you won’t be deducting medical expenses on Schedule A because you’re paying them with pre-tax HSA contributions. Just make sure each expense is only paid once – either by insurance, FSA, HSA, or yourself – not multiple times.

 Exception – true hardship: If a medical expense is so large that paying out-of-pocket would force you into debt or financial strain, then of course, use the HSA if needed. The strategy assumes you have the cash flow to cover medical costs from income or emergency funds. It’s most feasible for high earners who can cash-flow medical bills. If that’s not the case, you can still invest a portion of your HSA and try to leave it untouched, but always take care of near-term needs first.



Tax-Free Income Stream in Retirement: By following this plan, you effectively turn your HSA into a stealth retirement account for medical costs. Come retirement, you will have two things: (1) a large HSA balance invested, and (2) a collection of saved receipts for all those years of out-of-pocket medical expenses. At that point, you can start submitting those old expenses for reimbursement from your HSA. The HSA will send you funds (or you transfer online) for the amount of the receipts – and that withdrawal is completely tax-free as it’s a qualified medical reimbursement.

It doesn’t matter that you’re now withdrawing years later; the IRS only cares that the expense was eligible and incurred after the HSA was established.

Example: Suppose over 20 years you accumulated $50,000 of medical receipts (not unusual for a family). Your HSA grew to $600k+. In retirement, you could pull, say, $50k from the HSA this year and mark it as reimbursement for those past expenses. You’ll pay no tax on that $50k – it’s completely tax-free income. 


Income Flexibility: You don’t have to withdraw all unreimbursed expenses at once. In fact, you can schedule reimbursements strategically. You could reimburse, say, $10k per year for five years, or whatever pattern suits your needs. There’s no requirement to ever withdraw for old expenses – the money can stay in the HSA as long as you like, even for your heirs – but it’s there for you when needed.


Keeps taxable income low: Because HSA reimbursements do not count as taxable income, using them in retirement can help you manage your income levels. For wealthy retirees, this has several benefits:
 

  • Avoiding higher Medicare premiums (IRMAA): Medicare Part B and Part D premiums rise if your income exceeds certain thresholds (the IRMAA surcharges). Tax-free HSA withdrawals do not count as income in these calculations. So funding some of your retirement spending via HSA reimbursements (instead of IRA withdrawals) can help keep your modified adjusted gross income below those IRMAA thresholds, saving you potentially thousands in Medicare surcharges. 
  • Roth conversion window: If you retire before 65 or have a gap before RMDs, you may plan to do Roth conversions at a lower tax bracket. Keeping your living expenses funded by tax-free sources (like HSA reimbursements, brokerage accounts, or cash on hand) means your taxable income stays low, leaving room in lower brackets to convert traditional IRA money to Roth at a favorable rate. Essentially, HSA withdrawals won’t use up your “tax bracket space.”
  • Access before 59½: Most retirement accounts penalize withdrawals before age 59½. HSA funds used for qualified medical expenses have no such age restriction. If you retire early (say at 54) and have no penalty-free access to IRAs yet, the HSA can act as an income source. This can provide income in early retirement without tapping other retirement accounts too soon. (Note: You still shouldn’t withdraw for non-medical reasons before 65 – that carries a 20% penalty. But thanks to past receipts, you have plenty of medical reasons to withdraw.)
  • Use for future medical expenses: In addition to reimbursing past bills, remember you can also use the HSA for future medical costs tax-free. In retirement, you’ll likely have ongoing medical needs: Medicare premiums, supplemental insurance, co-pays, long-term care, etc. After age 65, you can even use HSA money to pay Medicare Part B, Part D, or Medicare Advantage premiums tax-free (this is a qualified expense). You might want to keep some of the HSA for those future costs. This means even after you’ve cashed out your saved receipts, the remaining HSA can cover your medical budget each year – all tax-free withdrawals. Essentially, your medical expenses in retirement become prepaid from years ago, and the earnings that paid for inflation in healthcare over time were never taxed.
  • Plan for beneficiaries: If you’re married, your HSA can pass to your spouse (they become the owner and can use it normally). If you’re single and leave an HSA to a non-spouse, it will be taxable to them (HSA loses its tax-free nature at that point). So it’s usually optimal to use most of the HSA during your lifetime (or leave it to a spouse who can then use it). This strategy aims to do just that – use the HSA fully for medical needs (past or present). If you find you’ve accumulated more in HSA than you have qualified expenses for, after age 65 you can still withdraw the excess for non-medical needs; you’ll just pay income tax (similar to a traditional IRA withdrawal). There’s no 20% penalty once 65. So there’s little downside to having “too much” in your HSA – worst case, it behaves like an IRA at the end. Best case, all of it gets used tax-free.

After Using the “Backlog” of Expenses: Once you’ve eventually reimbursed all those saved receipts (perhaps by your late 60s or 70s), you will still have your HSA (likely with plenty of funds still invested, given ongoing growth). At this stage, you can simply use the HSA like a normal retiree would:

  • Pay any new medical expenses directly from the HSA card – tax-free as always.
  • Use it for Medicare premiums (direct withdrawal or reimbursement to yourself).
  • Consider long-term care expenses or premiums (there are annual limits on LTC insurance premiums that count as qualified).

The HSA effectively becomes a super-flexible medical spending account in your later years. Every dollar will still be tax-free for health needs, which typically increase with age. And if you somehow still have HSA money in your estate that you didn’t need for medical costs, that means you successfully sheltered that much more from taxes for a very long time. It will be taxable to heirs (unless to a spouse), but you still benefited from decades of tax-free growth.

In Summary

The “Horizon HSA” strategy boils down to this: contribute the max, invest it aggressively hoping it will grow over time, don’t spend it now, and save all your receipts – then enjoy a tax-free windfall in retirement. It leverages the HSA’s unique triple tax advantage to the fullest. High-income earners like doctors, attorneys, or executives benefit the most, turning high current taxes into zero future taxes. Your future self – relaxed in retirement with a healthy HSA balance and a folder full of receipts – will thank you!