Medical Expense Deduction Calculator
for Self-Employed Filers
If you’re self-employed, you have two separate medical deductions available — and most people only know about one. This calculator handles both: the above-the-line health insurance premium deduction (Schedule 1) and the Schedule A medical expense deduction. Together, they can be worth thousands.
Enter your net self-employment income, your health insurance premiums, and your out-of-pocket medical costs — we’ll show you exactly what you can deduct and where to claim it.
Self-Employed? You Have Two Medical Deductions
Enter your self-employment income, insurance premiums, and medical costs — we’ll calculate both deductions and your estimated tax savings.
The Self-Employed Health Insurance Deduction Explained
If you’re self-employed — whether you file as a sole proprietor, single-member LLC, S-corp shareholder, or partnership — and you pay for your own health insurance, you can deduct 100% of your premiums directly from your gross income. This deduction appears on Schedule 1, Line 17, and reduces your AGI before the standard vs. itemized deduction decision even happens.
That’s the key advantage over Schedule A: you don’t need to itemize to claim the premium deduction, and it reduces your AGI for every other income-based calculation on your return. The IRS covers the details in IRS Publication 502 and the rules for this specific deduction in instructions for Schedule 1.
How the Two Deductions Interact
Here’s the part most self-employed taxpayers miss: Deduction #1 (premiums above the line) makes Deduction #2 (Schedule A medical) more accessible. By reducing your AGI, you also reduce the 7.5% floor you need to clear to claim Schedule A medical expenses. So a self-employed person with $80,000 in net income and $8,000 in premiums effectively has a floor of $5,400 (7.5% × $72,000) — not $6,000 (7.5% × $80,000).
That $600 difference can be the gap between qualifying and not qualifying for additional Schedule A deductions on top of the premium deduction.
Who Qualifies for the Above-the-Line Premium Deduction?
You must be self-employed with a net profit for the year, and you cannot be eligible for coverage through an employer-sponsored plan (your own or a spouse’s). The deduction cannot exceed your net self-employment income. Key eligible situations include:
- Sole proprietors and single-member LLCs filing Schedule C
- S-corporation shareholders owning more than 2% of the company
- Partners in a partnership receiving guaranteed payments
- 1099 contractors with net profit from self-employment
Dental and vision premiums also qualify — not just major medical coverage. And you can include premiums for your spouse, dependents, and children under age 27.
What Out-of-Pocket Costs Count on Schedule A?
After you’ve taken the premium deduction above the line, any remaining unreimbursed medical expenses that exceed 7.5% of your (now lower) AGI are deductible on Schedule A. This includes doctor visits, dental and vision care, prescriptions, therapy, hospital bills, medical mileage at 21¢/mile, and durable medical equipment. Expenses paid with HSA or FSA funds cannot be deducted again.
Contribution Strategies to Lower Your AGI Further
Beyond the health insurance deduction, self-employed filers have powerful above-the-line moves that reduce AGI and the Schedule A threshold simultaneously. Contributing to a SEP-IRA (up to 25% of net self-employment income), a Solo 401(k) (up to $69,000 for 2024 including employer contributions), or an HSA ($4,150 individual / $8,300 family) all reduce your AGI dollar-for-dollar. These contributions can be made up to the tax filing deadline and still count for the prior tax year.
The Year-End Bundling Strategy
Self-employed filers are uniquely positioned to use the bundling strategy: if you’re close to clearing the 7.5% threshold on Schedule A medical expenses (after the premium deduction), scheduling elective procedures before December 31 can push you over. A dental crown, new eyeglasses, or a specialist visit all count. See the full medical costs deduction guide for a complete list of qualifying expenses.