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Tax

How Health Savings Accounts work

An HSA lets you contribute pre-tax dollars for medical costs — and small-business owners can use it to reduce both income and payroll taxes.

Warrior Business Services headshotWarrior Business ServicesReviewed August 20266 min read
HSA card and medical receipts on desk - Health Savings Account planning for Fort Wayne business owners
HSA card and medical receipts on desk - Health Savings Account planning for Fort Wayne business owners

What is a Health Savings Account and how does it work?

An HSA is a tax-advantaged savings account tied to a High-Deductible Health Plan (HDHP) that lets you set aside money for qualified medical expenses — completely tax-free at every stage: contribution, growth, and withdrawal. The IRS defines the rules in Publication 969, and the triple-tax benefit makes HSAs one of the most powerful savings vehicles available to small-business owners who qualify.

Reviewing HDHP and HSA enrollment paperwork - tax-advantaged healthcare savings in Indiana

Here's how the three tax advantages stack up:

  • Contributions are pre-tax — they reduce your taxable income in the year you make them.

  • Growth is tax-free — interest and investment gains inside the account are never taxed.

  • Withdrawals are tax-free — as long as you use the money for qualified medical expenses defined under IRC §213(d).

Unused balances roll over every year with no "use-it-or-lose-it" penalty. After age 65, you can withdraw funds for any reason (not just medical) and pay only ordinary income tax — essentially treating the HSA like a traditional IRA.

Who is eligible to contribute to an HSA?

To contribute to an HSA, you must be enrolled in an HSA-eligible High-Deductible Health Plan and meet four IRS criteria: you can't be covered by any non-HDHP health plan, you can't be enrolled in Medicare, you can't be claimed as a dependent on someone else's return, and you can't have received VA health benefits for a non-service-connected condition in the past three months.

For 2026, the IRS defines an HDHP as a plan with a minimum deductible of $1,700 for self-only coverage or $3,400 for family coverage, and out-of-pocket maximums of $8,500 (self-only) or $17,000 (family). Check your health plan documents or ask your insurer to confirm your plan qualifies — not every high-deductible plan is technically HSA-eligible.

What are the HSA contribution limits for 2026?

For 2026, the HSA contribution limits are $4,400 for self-only coverage and $8,750 for family coverage. If you're 55 or older, you can contribute an additional $1,000 catch-up contribution on top of those amounts. These limits apply to the combined total of employee and employer contributions.

A few practical notes for small-business owners:

  • You can contribute the full annual limit even if you enroll mid-year, as long as you remain HSA-eligible through December 31 of the following year (the "last-month rule").

  • Contributions can be made up to the tax-filing deadline — typically April 15 — for the prior tax year, giving you extra planning flexibility.

  • Contribution limits are adjusted for inflation annually; confirm the current year's figures at irs.gov/publications/p969.

How do HSAs work for small-business owners and the self-employed?

For sole proprietors and self-employed individuals, HSA contributions are deducted on Schedule 1 of Form 1040 as an above-the-line deduction — meaning you don't need to itemize to capture the benefit. This directly reduces your adjusted gross income (AGI), which can also lower your self-employment tax exposure. Talk to your CPA at Warrior about how stacking an HSA with a comprehensive tax plan affects your overall AGI and estimated quarterly payments.

If you operate as an S-corporation, the rules are slightly different and worth understanding carefully:

  • If you own more than 2% of an S-corp, you cannot receive employer HSA contributions tax-free the same way a regular W-2 employee can.

  • However, the S-corp can still pay your HSA contributions — they're included in your W-2 wages, and you then deduct them as a self-employed health insurance deduction on your personal return.

  • This means you still get the income-tax deduction, but you don't escape payroll taxes on the contribution the way a non-owner employee would.

S-corp treatment of HSAs is a frequent source of errors on tax returns. If you're a shareholder-employee, this is worth reviewing with Warrior's team — see our S-corp tax services page for more on how we handle these situations.

Can an employer contribute to employees' HSAs, and is that deductible?

Yes — employer contributions to employee HSAs are deductible as a business expense and are excluded from the employee's gross income, making them one of the most tax-efficient benefits a small business can offer. Employer contributions don't count as wages, so neither the employer nor the employee pays payroll taxes on them.

Important rules for employers contributing to employee HSAs:

  • Comparability rules — If you contribute to employee HSAs outside of a Section 125 cafeteria plan, contributions must be "comparable" — the same dollar amount or same percentage of the deductible — for all employees in the same category (self-only or family). Violating this rule triggers a 35% excise tax.

  • Cafeteria plan exception — If you fund HSAs through a Section 125 plan, the comparability rules don't apply, and employees can make pre-tax salary deferrals. This is the more flexible route for most small businesses with multiple employees.

  • Owner-employees who hold more than 2% of an S-corp are excluded from cafeteria plan benefits, which is why the rules above for S-corp owners differ from regular employees.

What expenses can HSA funds be used for?

HSA funds can be used tax-free for any "qualified medical expense" as defined under IRC §213(d) — a broad category that includes far more than just doctor visits and prescriptions. Common qualified expenses include dental and vision care, mental health services, chiropractic treatment, prescription drugs, and — following the CARES Act — over-the-counter medications and menstrual care products without a prescription.

Expenses that are not qualified include cosmetic procedures (unless medically necessary), gym memberships (in most cases), and most insurance premiums — with specific exceptions such as COBRA premiums, long-term care insurance premiums (subject to age-based limits), and health insurance premiums paid while receiving unemployment compensation.

Keep your receipts. There's no deadline for reimbursing yourself from an HSA for a past expense, so some business owners pay medical costs out-of-pocket, invest the HSA funds for growth, and reimburse themselves years later — a legitimate and increasingly popular strategy.

How should Fort Wayne small-business owners get started with an HSA?

Getting started involves three steps: confirm your health plan is HSA-eligible, open an HSA with a qualified trustee (a bank, credit union, or approved insurer), and begin contributing. The HSA trustee is responsible for reporting contributions and distributions on Form 5498-SA and Form 1099-SA respectively, and you'll report your own contributions and deduction on Form 8889 filed with your tax return.

If you're a business owner in the Fort Wayne area weighing whether an HSA makes sense alongside other retirement or benefits strategies, or if you want to make sure your S-corp is handling HSA contributions correctly on your W-2, the right starting point is a conversation with your CPA. Our business tax preparation process includes a review of owner-employee benefits to catch exactly these kinds of issues before they become problems at filing time.

Sources

  1. Publication 969: Health Savings Accounts and Other Tax-Favored Health Plans. Internal Revenue Service. 2024. https://www.irs.gov/publications/p969

  2. Internal Revenue Code §213(d) — Medical, Dental, Etc., Expenses. U.S. Congress. https://www.law.cornell.edu/uscode/text/26/213

  3. Health Savings Accounts and High-Deductible Health Plans: CRS Report R45277. Congressional Research Service. 2025. https://www.congress.gov/crs-product/R45277

  4. Notice 2005-8: HSAs — Application to S Corporation Shareholders. Internal Revenue Service. 2005. https://www.irs.gov/irb/2005-04_IRB#NOT-2005-8

  5. IRC §4980G — Failure of Employer to Make Comparable HSA Contributions. U.S. Congress. https://www.law.cornell.edu/uscode/text/26/4980G

  6. CARES Act Section 3702 — Over-the-Counter Medical Products. U.S. Congress. 2020. https://www.congress.gov/bill/116th-congress/house-bill/748/text

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Warrior Business Services

Warrior Business Services is a boutique CPA firm in downtown Fort Wayne, Indiana, advising family-owned businesses and growth-minded owners across Northeast Indiana.

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Questions Fort Wayne owners ask us

Can I have an HSA if I'm self-employed in Indiana?
Yes — self-employed individuals in Indiana can open and contribute to an HSA as long as they're enrolled in an HSA-eligible High-Deductible Health Plan. Contributions are deducted above the line on your federal return, reducing your AGI without needing to itemize.
What happens to my HSA if I switch to a non-HDHP plan?
You can no longer make new contributions once you're no longer enrolled in an HDHP, but the money already in your HSA is yours to keep and use tax-free for qualified medical expenses indefinitely. You simply stop contributing until — and if — you return to an HDHP.
Can my S-corp pay my HSA contributions?
Yes, but if you own more than 2% of the S-corp, those contributions must be included in your W-2 wages. You then deduct them as a self-employed health insurance deduction on your personal return. You get the income-tax deduction but not the payroll-tax exemption that regular employees receive. This is a common area for errors — Warrior's S-corp tax team reviews this as part of every S-corp engagement.
What are the HSA contribution limits for 2026?
For 2026, the HSA contribution limit is $4,400 for self-only coverage and $8,750 for family coverage. Individuals aged 55 or older can contribute an additional $1,000 catch-up contribution. These limits cover combined employee and employer contributions.
What's the penalty for using HSA funds for non-qualified expenses?
If you're under age 65 and withdraw HSA funds for a non-qualified expense, the amount is included in your gross income and subject to a 20% additional tax. After age 65, the 20% penalty goes away — you'll owe only ordinary income tax on non-qualified withdrawals, similar to a traditional IRA distribution.

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