What if I told you that your next bucket list trip (in hopefully a post-COVID world!) could be paid for with pre-tax dollars in a tax-free, penalty-free and totally legal way?
Okay, now I have your attention š. Iāll show you how by the end of this blog, but first, I need to paint the picture.
A Health Savings Account (HSA) is one of the most underutilized accounts in personal finance. Some people donāt contribute to it and others do, but spend it each year.
If managed correctly, an HSA is a really powerful investment account that can be used to reduce your tax bill now and provide you with the flexibility to use the account throughout your life (and not only post-age 59.5 like most investment accounts).
Here is an overview of an HSA and 3 mistakes to avoid ensuring you are taking full advantage of its power.
What is an HSA?
A Health Savings Account is an account that financial planners nerd-out for. Why? Because it is the only account with triple tax advantages. You are able to contribute up to $3,550 in 2020 if only you are covered on your health insurance or up to $7,100 if you have other family members on your health insurance. These numbers are set by the IRS and go up slightly each year.
So how does it work?
Contributions are tax deductible. Earnings grow tax-free. Withdrawals are tax-free if used to pay for qualified medical expenses or reimburse you for prior qualified medical expenses.
The list of qualified medical expenses is quite robust ā you can view them here. It ranges from your typical expenses like co-pays, doctorās visits, etc. all the way to cold medicine, sleep aids and sunscreen (sorry folks, marijuana isnāt eligible yet š¤£).
So, whatās the catch? Two things:
One ā you need to be on a high deductible health plan which is $1,400 if your health insurance covers only you and $2,800 if you have other family members on your health insurance. A deductible means the amount that you need to pay for medical expenses until coinsurance features kick in (where the insurance company covers the majority of the medical expenses). This means you may pay a higher amount of medical expenses compared to if you were on a lower deductible plan.
Two ā HSAs carry steep penalties if you donāt use the funds to pay for out of pocket expense or reimburse you for prior expenses. Ineligible withdrawals are subject to a 20% penalty and income tax which is really high.
So, what happens if your medical expenses are really low? Well first, consider yourself lucky because it means you havenāt had any major health issues. Next, an HSA can later be used for things like Medicare premiums and other expenses that may not be applicable to you now. You can also use the account for any reason after the age of 65, but you would owe tax on it if itās not a qualified withdrawal.
To simplify your thinking ā if you have kids, Iām sure you will have no issues racking up qualified medical expenses!
Now letās move on to the common mistakes people make.
Mistake 1: You are not maxing out your HSA
Most people think that you should always max out your 401(k) first. Iād argue differently. In fact, I believe there are 3 better ways to save before you max out your 401(k).
Yes, itās important to contribute the minimum amount to your 401(k) to receive the employer match, but after that, I recommend shifting gears to your HSA.
Remember ā individuals can contribute up to $3,550 in 2020 and families can contribute up to $7,100 in 2020. This is a significant amount you can save each year. Most people donāt contribute the maximum because they donāt believe they will spend that amount in medical expenses.
Which brings us to the next mistakeā¦
Mistake 2: You are not investing your HSA
Rather than spending your HSA, I recommend paying for medical expenses out of pocket (if possible) and investing your HSA for long-term growth. Remember ā contributions are tax-deductible and earnings grow tax-free!
Here is an example showing the power of this strategy.

*Assumptions include 5% investment return, $7,100 annual HSA contributions and a 30% total tax rate
In 10 years, you would have a $89,303 HSA account balance that contains $18,303 of investment growth. Not only would you save on tax from the $71,000 of total contributions, but you would also save on tax from the $18,303 of investment growth. This equates to nearly $27,000 of tax savings if used for a qualifying withdrawal!
Now, this takes proper cash flow planning to execute. It can be difficult to pay for large out of pocket expenses and it may seem tempting to tap into your HSA. This is where working with a financial planner can help you stay discipline and weigh your options if you are facing a large medical bill.
So, what if you donāt have $89,303 of cumulative medical expenses? This brings us to the next mistakeā¦
Mistake 3: You are not documenting your out of pocket medical expenses
Proper HSA planning requires you to track all of your out of pocket medical expenses since the HSA was established (prior expenses donāt count) so you can actually use your HSA in a tax-free and penalty-free way. I call this creating a ārunning tabā.
Did you pay a copay? Add it to the tab.
Did you pay for dental work? Add it to the tab.
Did you buy sunscreen? Add it to the tab.
A qualified HSA withdrawal means you are paying for current out of pocket expense OR reimbursing yourself for prior out of pocket medical expenses. The planning strategy here is to build up your ārunning tabā so you have documented proof that you are in fact reimbursing yourself for prior medical expenses.

For example, letās say after 5 years, you have $10,000 of documented out of pocket medical expenses. This means you can withdraw $10,000 tax and penalty free from your $39,232 HSA balance to āreimburse yourselfā for that $10,000 of expenses and then use that money for whatever reason you want.
If you were to get audited, you can bet your ass that an auditor is going to ask about the HSA withdrawals. Thatās why itās so important to ensure you have proper record keeping when pursing this strategy!
So how can your HSA pay for that next bucket list trip?
By contributing to your HSA, investing the balance and documenting the ārunning tabā, you are essentially giving yourself the flexibility to use the HSA for any reason in the future to āreimburse yourselfā up to the ārunning tabā amount.
This means you could withdraw the $10,000 in 2024 (with documented proof of the ārunning tabā) and use that money to buy plane tickets and other costs for your trip. This $10,000 is money that you never paid tax on so you can enjoy that dream trip knowing the government essentially paid for 1/3 of it!
Key takeaways
- This type of strategy requires discipline and proper cash flow planning. You need to weigh the possible higher costs of medical expenses of a high deductible plan with the tax benefits of an HSA. This is a strategy that I typically revisit every year with clients.
- Most HSA plans allow you to invest funds after you hit a certain cash amount. If you leave your employer, you can typically roll your HSA to a different financial institution. Fidelity HSAs actually donāt require any minimum cash amount, so you can invest the full account.
- Donāt worry if your ārunning tabā is low in comparison to your HSA account balance. Your medical expenses will almost certainly be higher in your 60ās so you can view your HSA as a long-term investment account specifically earmarked for medical expenses.
- It is so important to keep clean records. I help clients maintain these records in their own financial vault to make it easier. I recommend maintaining a spreadsheet/folder and add to it when things come up, so you arenāt trying to reconstruct the ārunning tabā from 5 years ago!
Disclosures
None of the information provided is intended as investment, tax, accounting or legal advice, as an offer or solicitation of an offer to buy or sell, or as an endorsement, of any company, security, fund, or other securities or non-securities offering. The information should not be relied upon for purposes of transacting securities or other investments. Your use of the information is at your sole risk. The content is provided āas isā and without warranties, either expressed or implied. Experience Your Wealth, LLC does not promise or guarantee any income or particular result from your use of the information contained herein.