Imagine a financial tool that lowers your taxable income today, helps you save for medical expenses tomorrow, and can even double as a retirement account down the road. That’s the power of a Health Savings Account (HSA). Too often overlooked, HSAs are one of the few places where your money can grow completely tax-free—from contribution to withdrawal—when used for qualified expenses.
To be eligible for an HSA, you must be enrolled in a high-deductible health plan (HDHP). With most insurance plans, you go to the doctor or fill a prescription and pay a copayment. With an HDHP, however, you pay the full cost of doctor visits, procedures, and prescriptions until you meet your deductible. As the name suggests, deductibles can be significant. At a minimum, an HDHP must have a deductible of $1,650 for individual coverage or $3,300 for family coverage, though many plans set higher amounts. The maximum deductible is $8,300 for an individual and $16,600 for family coverage.
This is where the HSA shines. You can contribute up to $4,300 (individual) or $8,550 (family) pre-tax for 2025. Your first benefit: contributions reduce your taxable income. When you use HSA funds for qualified medical expenses, withdrawals are tax-free—your second benefit. Once your account balance reaches a certain threshold, often around $1,000, you can invest your funds and allow them to grow tax-free—your third benefit.
Unlike flexible spending accounts, the money in your HSA is yours to keep. It stays with you even if you change employers or insurance plans. You can use HSA funds for qualified medical expenses at any time—not just in the year of the withdrawal. For example, you might contribute the maximum to your HSA each year while paying medical bills out of pocket. If you accumulate $30,000 in medical expenses over 10 years, you can later submit your receipts and reimburse yourself tax-free. If you don’t have enough medical expenses to deplete your HSA, you can still withdraw funds starting at age 59½, penalty-free; however, withdrawals for non-medical purposes will be subject to ordinary income tax.
Most people lose HSA eligibility once they reach age 65, when they qualify for Medicare. However, you can still use existing HSA funds to pay for Medicare Part A, B, C, and D premiums, as well as for long-term care insurance premiums.
Two additional lesser-known benefits: You can make a one-time rollover from an IRA to an HSA (up to the annual contribution limit), and you can use HSA funds to pay for COBRA premiums, allowing you to extend employer-sponsored health insurance after events like job loss or reduced hours.
Here’s what that might look like in practice: Suppose you want to semi-retire at age 63 and work part-time before becoming eligible for Medicare. You could make a one-time IRA rollover to your HSA and then use those funds to help cover COBRA premiums until you turn 65 and enroll in Medicare.
Whether you’re looking to cut your current tax bill, prepare for rising healthcare costs, or add another layer to your long-term financial strategy, HSAs deserve a closer look.
If you have questions on how an HSA can work in your financial plan, the experts at Henssler Financial will be glad to help:
- Experts Request Form
- Email: experts@henssler.com
- Phone: 770-429-9166
Listen to the September 27, 2025 “Henssler Money Talks” episode.







