Health Savings Accounts

Health Savings Accounts: The Ultimate Tax Hack

A Health Savings Account (HSA) isn’t just to help pay for medical bills—it is one of the most powerful tax-advantaged tools available to taxpayers in the United States. Available to those enrolled in a High-Deductible Health Plan (HDHP), an HSA offers a unique “triple-tax advantage” that you can use to grow your wealth and plan for your future.

The Triple-Tax Advantage

HSAs are member-owned accounts that allow you to save money for qualified medical expenses while avoiding taxes at three different stages:

  1. Tax-Free Contributions: The funds contributed to an HSA are not subject to federal income tax at the time of deposit.
  2. Tax-Free Growth: The contributions can be invested in mutual funds and grow tax-free.
  3. Tax-Free Withdrawals: The funds can be withdrawn tax-free to pay for qualified medical expenses.

Unlike Flexible Spending Accounts (FSAs), the funds in your HSA never expire, and they roll over from year to year.

How to Use Your HSA to Maximize Your Money

Because of the unique flexibility of an HSA, there are a couple of powerful “hacks” you can use to take advantage of the tax benefits, depending on your financial goals.

Strategy 1: The “Flow-Through” Method (Instant Tax Savings)

If you don’t want to tie up your cash in savings but still want a tax break on your medical bills, you can use your HSA as a pass-through account.

  1. Pay Out-of-Pocket: When you have a medical bill, pay for it using your regular checking account or a rewards credit card.
  2. Deposit the Exact Amount: Transfer that exact amount of money from your checking account into your HSA.
  3. Reimburse Immediately: Right after the deposit clears, transfer those funds back out of your HSA and into your checking account to reimburse yourself for the expense.
  4. The Result: Your HSA balance goes right back to $0, so your cash isn’t tied up. However, because you made a deposit into the HSA with your own post-tax dollars, you get to claim that amount as an “above-the-line” tax deduction when you file your taxes. You just got a tax discount on a bill you had to pay anyway!

Strategy 2: The “Cash Washing” Method (Long-Term Wealth)

If you do want to build long-term wealth, you can use your HSA to effectively “wash cash” and make it tax-free down the road. Because there is no time limit on when you can reimburse yourself for a qualified medical expense, here is how it works:

  1. Pay Out-of-Pocket: When you incur a qualified medical expense, pay for it out-of-pocket rather than swiping your HSA debit card.
  2. Save Your Receipts: Keep a detailed physical or digital record of the medical expense and the receipt.
  3. Let Your HSA Grow: Leave the funds in your HSA invested in mutual funds so they continue to compound and grow tax-free.
  4. Reimburse Yourself Later: Years or even decades later, you can withdraw the exact amount of that original medical expense from your HSA completely tax-free. You can then use that tax-free cash for anything you want—a vacation, a new car, or home renovations—while the rest of your account continues to grow.

Using Your HSA for Retirement

An HSA is arguably a better retirement vehicle than a 401(k) or traditional IRA. If you use the method above and leave your funds invested, your HSA can grow significantly over time.

Once you reach age 65, the rules change. You can withdraw funds from your HSA for any reason (not just medical expenses) without facing a penalty. These non-medical withdrawals will be taxed as regular income—exactly like a traditional 401(k) or IRA.

However, unlike those retirement accounts, your HSA will still allow you to withdraw funds tax-free for qualified medical expenses in retirement (which often increase as you get older, including Medicare premiums).

Ready to Start Maximizing Your Wealth? Open a Lively HSA

If you are ready to take advantage of these HSA strategies, I recommend setting up your account through Lively. Lively makes it incredibly simple to manage your health savings and invest for the future.

Why choose Lively?

  • Free for individuals & families: No hidden fees to keep your account open.
  • Interest-bearing & secure: Your HSA cash balance is insured and interest-bearing.
  • Complete control: Choose when and how to invest your funds (optional – additional fees may apply depending on the investment option).

Click here to set up your Health Savings Account with Lively today!

Contribution Limits

To maximize these strategies, you need to know how much you can contribute.

2026Under age 55Age 55 and over
Individual coverage$4,400$5,400
Family coverage$8,750$10,750*
HSA Catch-up contribution for age 55 and older. Family HSA catch-up is limited to $1,000 per spouse over age 55 for plan years 2022 – 2026.
2025Under age 55Age 55 and over
Individual coverage$4,300$5,300
Family coverage$8,550$10,550*
2024Under age 55Age 55 and over
Individual coverage$4,150$5,150
Family coverage$8,300$10,300*

What are qualified medical expenses?

Expenses that qualify for the medical- and dental-expense deduction meet the criteria. The main purpose of the expense must be to ease or prevent a physical or mental illness. The Internal Revenue Service (IRS) outlines qualified medical expenses in Publication 502, Medical and Dental Expenses.

The IRS issued Announcement 2021-7 to help stop the spread of the coronavirus. This added personal protective gear used to prevent the spread of the coronavirus as qualified expenses. It also led to the following items qualifying as HSA-eligible expenses:

  • Masks
  • Hand sanitizer
  • Sanitizing wipes

The Coronavirus Aid, Relief, and Economic Security (CARES) Act also added some other medical expenses to the list. The new items added were menstrual products and over-the-counter medications. 

The following 18 items are examples of now-qualified medical expenses: 

  • Acne treatments
  • Allergy medication
  • Aspirin
  • Band-Aids
  • Breathing strips
  • Cold and cough medicine
  • COVID-19 tests
  • Eye drops
  • Heartburn medications
  • Ibuprofen
  • Liners
  • Menstrual cups
  • Nasal sprays
  • Pads
  • Period panties
  • Sleep aids
  • Tampons
  • Thermometers

These are the most common HSA-expensed items

The cost of healthcare is steadily rising. The area of healthcare that we spend the most money on depends on age, insurance coverage, location, and other variables. That is why we have the most common HSA-expensed items split into four categories for you below. 

Some of the most common expenses included:

  • Copays for prescriptions and office visits
  • Crutches
  • Dental care (See below)
  • Flu shots
  • Hearing aids
  • Prescription medications
  • Vision care (See below)
  • Wheelchairs 
  • X-rays

Common healthcare expenses for families with young dependents include:

  • Annual exams
  • Baby ointment
  • Breast milk storage bags and bottles
  • Breast pump
  • Childbirth
  • Diaper-rash cream
  • Immunizations
  • Nursing pads
  • Pedialyte

There are family-planning healthcare expenses that your HSA can also pay for. Your HSA can also reimburse you if you forget to use it to pay for these 12 expenses:

  • Birth control pills
  • Condoms
  • Contraceptives
  • Fertility tests
  • Infertility treatments
  • Ovulation monitors
  • Pregnancy tests
  • Prenatal vitamins
  • Tubal ligation
  • Ultrasounds
  • Vasectomies
  • Vasectomy reversals

Emergencies will arise in everyone’s life. These eight emergency medical expenses can also be covered by your HSA:

  • Ambulance services
  • CT scans
  • Emergency room visits
  • EMS devices
  • Hospital visits
  • Medical records fees
  • MRIs
  • Urgent care services

Studies show that 1 in 5 adults experienced a mental illness in 2020. If you need to pay for mental health expenses out of pocket, your HSA may cover the following: 

  • Acupuncture 
  • Mental health counseling 
  • Psychotherapy 
  • Psychiatric care 
  • Transportation to mental health appointments 

Are all qualified medical expenses HSA eligible?

No. All qualified medical expenses are not HSA eligible. For example, insurance premiums may not always be considered a qualified expense. You can only use your HSA to pay for insurance premiums if they fall into one of these four categories:

  • Long-term care insurance
  • Healthcare continuation coverage (coverage under COBRA)
  • Healthcare coverage while receiving federal or state unemployment
  • Medicare and other health coverage if you are 65 and older

An example of an insurance premium you cannot claim is Medicare supplemental insurance, such as Medigap.

What dental and vision expenses are covered for HSA holders?

HSA holders have the option to use their account for care given by an orthodontist, oral hygienists, dentist, or optometrist. This includes but is not limited to the following eight items:

  • Braces
  • Contacts
  • Dental cleanings
  • Dentures
  • Eyeglasses
  • Eye exams
  • Eye surgery
  • Orthodontist visits 

Teeth whitening is not covered, since it is considered a cosmetic dental procedure and not health-related. 

What common healthcare expenses are not HSA eligible?

Preventative care that is not doctor prescribed is not always HSA eligible. Some examples of common healthcare expenses that fall into this category are:

  • Vitamins, nutritional, and herbal supplements for general health
  • Personal hygiene items such as toothpaste and deodorant
  • Weight-loss programs for general health or well-being

But as with every rule, there is always an exception. If you have a doctor’s note — also called a letter of medical necessity (LOMN) — you may be able to buy items that typically wouldn’t be HSA eligible. The LOMN briefly outlines your condition and why you need a specific product or service. 

The following are examples of four expenses that may qualify for the exception. These items may qualify if they are used to treat a medical condition. Before you purchase an item, you should check with your HSA administrator to determine if your expense is HSA eligible with a LOMN.

  • Fluoride toothpastes and rinses
  • Health clubs 
  • Vitamins
  • Weight-loss programs

Do expenses for spouses and dependents go toward your HSA?

You can pay for qualified medical expenses for your spouse with your HSA. You can also pay for the medical expenses of any dependents claimed on your tax return with your HSA, as long as they meet the following the criteria:

  • The dependent cannot file a married filing jointly (MFJ) return.
  • Their gross income does not exceed the annual threshold.
  • You and your spouse cannot be a dependent on someone else’s return.