HSAs an Investment Account

If you have a Health Savings Account, there's a decent chance you're using it the way most people do: money goes in, money comes out to pay for prescriptions and copays, and the balance hovers somewhere near zero.

That's a perfectly fine way to use an HSA. But it might be leaving a lot on the table. Used differently, an HSA can function as one of the most tax-efficient retirement savings vehicles available to you. In some ways it beats your 401(k).

The triple tax advantage

Most tax-advantaged accounts give you a break on one end or the other. Traditional 401(k) and IRA contributions go in pre-tax, but withdrawals are taxed. Roth contributions are taxed going in, but come out tax-free. You pick your poison.

An HSA is the only account in the tax code that avoids taxes at every stage:

  1. Contributions are tax-deductible (or pre-tax through payroll, which also avoids FICA taxes in many cases)
  2. Growth is tax-free while the money stays in the account
  3. Withdrawals are tax-free when used for qualified medical expenses

No other account does all three. And here's the part a lot of people miss: healthcare is likely to be one of your largest expenses in retirement anyway. So an account designed for tax-free medical spending isn't some narrow specialty tool. It's aimed squarely at a cost you're almost certainly going to have. And these costs will almost certainly get larger as you get older.

The strategy: pay out of pocket, let the HSA grow

If your cash flow allows it, consider this approach:

Contribute the maximum to your HSA each year, invest the balance, and pay your current medical bills out of pocket instead.

For 2026, the contribution limits are $4,400 for self-only coverage and $8,750 for family coverage, plus an extra $1,000 if you're 55 or older. Most HSA custodians let you invest the balance in mutual funds or ETFs once you're past a small cash threshold, so the money isn't just sitting there. It's compounding, and it's doing it tax-free.

When you pay the dentist with your debit card instead of your HSA card, that HSA money stays invested and keeps growing. Over 20 or 30 years, the difference can be substantial.

Actually invest the money (this step gets skipped)

This deserves its own section, because it's the step people miss most often. Contributing to an HSA and investing inside an HSA are two separate actions.

When your contributions land in the account, they typically sit in a cash or money market position by default. If you never do anything else, that's where they stay. I've seen accounts with five figures parked in cash for years because the owner assumed contributing was the whole job. At today's interest rates that's not nothing, but it's not what makes this strategy work either. The triple tax advantage matters most when there's actual growth to shelter.

Most HSA custodians offer an investment platform, usually with a menu of mutual funds or ETFs, and many require you to keep a minimum cash balance (often $500 to $2,000) before you can invest the rest. Log in, find the investment option, and set up automatic sweeps if your custodian offers them, so future contributions flow into your investments without you having to remember.

A few practical thoughts:

  • Treat it like the long-term account it is. If you're not planning to touch this money for 20+ years, the investment approach can look a lot like your retirement portfolio. Broad, low-cost index funds are a reasonable default for many long-term investors.
  • Keep enough cash for real emergencies if you need it. If part of your plan is using the HSA as a backstop for a genuinely large medical event, holding some of the balance in cash is sensible. The right split depends on your other savings.
  • Not all custodians are equal. Fees, fund lineups, and cash requirements vary quite a bit. If your employer's HSA custodian has high fees or a weak investment menu, you can generally open a second HSA elsewhere and periodically transfer funds to it while still capturing payroll contributions (and the FICA savings) through the employer account.

The receipt trick (this is the good part)

Now, you might be thinking: what good is a pile of medical money if I'm paying my bills out of pocket?

Here's the mechanic that makes the whole strategy work. There is currently no deadline for reimbursing yourself from an HSA. As long as the expense was incurred after the HSA was established, you can reimburse yourself years or even decades later.

That $300 you paid the urgent care clinic in 2026? Save the receipt. In 2046, you can pull $300 out of your HSA, tax-free, to "reimburse" yourself for it. The money grew tax-free for twenty years in the meantime, and it comes out tax-free too.

Do that with every medical expense along the way and you're quietly building a stack of receipts that represents future tax-free withdrawals, available whenever you want them, for any purpose. Need to pull money for a roof, a trip, anything at all? If you've got $40,000 in accumulated receipts, you can withdraw $40,000 tax-free.

A few rules to keep things clean:

  • Keep real documentation. Receipts, explanation of benefits statements, proof of payment. If the IRS ever asks, you'll want to show that the withdrawal matched an actual qualified expense. A folder in the cloud or a receipt-scanning app works fine. Paper receipts fade, so scan them.
  • The expense can't have been reimbursed elsewhere. If insurance paid it, or you already deducted it on Schedule A, it doesn't count.
  • The HSA has to have existed when the expense happened. Open the account before you start collecting receipts.

What happens at 65

The HSA has one more feature that makes it a legitimate retirement account rather than just a medical account. Once you turn 65, the 20% penalty on non-qualified withdrawals goes away. At that point, withdrawals for non-medical purposes are simply taxed as ordinary income, exactly like a traditional IRA.

So the worst case, if you somehow end up with more HSA money than medical expenses, is that it behaves like a traditional IRA. The best case is decades of tax-free withdrawals. That's a pretty favorable range of outcomes.

Also worth knowing: after 65, you can use HSA funds tax-free to pay Medicare premiums (Parts B and D, and Medicare Advantage). That alone tends to soak up a meaningful chunk of the balance for most retirees.

Long-term care belongs in this conversation too, since it's one of the largest and least predictable costs of later life. Qualified long-term care services (help with bathing, dressing, and other activities of daily living for someone who is chronically ill) count as qualified medical expenses, so HSA dollars can cover them tax-free with no dollar cap. Premiums for a tax-qualified long-term care insurance policy also count, up to an age-based annual limit set by the IRS. For 2026, that limit ranges from $500 for someone 40 or under up to $6,200 for someone over 70, and the limits adjust each year. For a retiree facing a long-term care event, a well-fed HSA can be one of the most tax-efficient sources of funding available.

The list of qualified expenses is bigger than you think

One reason people underestimate this strategy is they picture "qualified medical expenses" as just doctor visits and prescriptions. The list is much longer, and it has expanded in recent years.

The CARES Act changes (2020). Over-the-counter medications no longer require a prescription to qualify. Ibuprofen, allergy medicine, cold and flu remedies, heartburn medication, sleep aids, all of it counts now. The same law made menstrual products qualified expenses for the first time: tampons, pads, liners, menstrual cups, and period underwear all qualify. These changes apply to purchases made after December 31, 2019.

The 2026 changes. Legislation passed in July 2025 brought some of the biggest HSA expansions in two decades:

  • Direct primary care memberships now qualify. Starting January 1, 2026, if you pay a monthly subscription fee to a DPC practice, those fees (up to $150 per month for an individual or $300 for a family) can be paid or reimbursed from your HSA, and having a DPC membership no longer disqualifies you from contributing.
  • Bronze and catastrophic marketplace plans now count as HSA-eligible coverage as of January 1, 2026, which opens the door for people who previously couldn't contribute at all.
  • Telehealth coverage before the deductible is permanently allowed without breaking your HSA eligibility. The same law made this one retroactive to plan years beginning after December 31, 2024, so it has been in effect since the start of 2025.

And plenty of everyday items were already on the list: sunscreen (SPF 15+), first aid supplies, bandages, thermometers, contact lens solution, breast pumps, glucose monitors, eyeglasses, dental work, vision care. IRS Publication 502 is the authoritative reference if you want to check a specific item.

Every one of these is a receipt you can bank. The family that's saving pharmacy receipts for sunscreen and Tylenol alongside the big-ticket stuff is building their future tax-free withdrawal capacity a little faster, every single month.

Who this works for (and who it doesn't)

This strategy works best if you can comfortably cover your medical costs from regular cash flow. If paying a $2,000 bill out of pocket would mean carrying a credit card balance, use the HSA for what it's for. The tax-free withdrawal today beats the theoretical growth. The strategy also assumes you're eligible to contribute in the first place, which requires being enrolled in a qualified high-deductible health plan and not being enrolled in Medicare.

And a high-deductible plan itself isn't right for everyone. If you have significant ongoing medical needs, a lower-deductible plan may cost you less overall even without the HSA benefits. The health plan decision should come first; the HSA strategy is a bonus when the plan already fits.

The bottom line

If your health plan qualifies and your cash flow allows it, treating your HSA as a long-term investment account rather than a spending account may be worth serious consideration. Max the contribution, invest the balance, pay medical costs out of pocket, and save every receipt. It takes a little discipline and a little organization, but the tax treatment is hard to beat anywhere else in the code.

Here's the whole strategy in one list:

  1. Confirm you're eligible. You need to be enrolled in a qualified high-deductible health plan and not enrolled in Medicare.
  2. Open the HSA now, even with a small deposit. Only expenses incurred after the account exists can be reimbursed later, so the open date starts the clock.
  3. Contribute as much as you can, up to the annual limit ($4,400 self-only or $8,750 family for 2026, plus $1,000 if you're 55 or older).
  4. Invest the balance. Move the money out of the default cash position and into the custodian's investment platform. Set up automatic sweeps if available.
  5. Pay your medical expenses out of pocket from regular cash flow, leaving the HSA untouched.
  6. Save documentation for every qualified expense. Receipts, EOBs, proof of payment. Scan everything and keep it somewhere permanent.
  7. Repeat, year after year. The balance compounds tax-free while your stack of receipts grows alongside it.
  8. In the future, reimburse yourself whenever you choose. Those saved receipts qualify tax-free withdrawals at any point down the road, for any purpose. And after 65, anything beyond your receipts can still come out penalty-free, taxed like a traditional IRA withdrawal.
Matthew Morris

Matt Morris, CFP®, MSFP is the founder of Multipath Wealth Management, a fee-only fiduciary financial planning and investment management firm in Columbia, South Carolina. He works virtually with clients nationwide, primarily physicians and other medical professionals in the early and middle stages of their careers. He holds degrees in mathematics, computer science, and financial planning.

Matt favors advice that is simple, tax-efficient, and easy to stick with.

https://multipathwealth.com
Previous
Previous

Most of the Best Inflation Hedges Aren't for Sale

Next
Next

Investing Isn’t Physics