I want to make one tax break clear for the many local business owners and freelancers I work with: If you’re self‑employed, you may be able to deduct the cost of health insurance premiums you pay for yourself, your spouse, and your dependents, and that deduction can really help lower your taxes and your adjusted gross income (AGI).
What the deduction is and where to claim it This is an “above‑the‑line” deduction taken on Schedule 1 (Form 1040), which means it reduces your AGI before itemized deductions or other credits are calculated. That’s important because a lower AGI can improve eligibility for other tax benefits.

Important Eligibility Points
- Month‑by‑month test: You can only deduct premiums for months you (and your spouse, if applicable) did NOT have the option to participate in an employer‑sponsored, employer‑subsidized health plan. If you had access to an employer plan in a month, premiums for that month don’t qualify.
- Earned income limit: The deduction cannot exceed the earned income you have from the self‑employment activity that provides the coverage. If that business shows a net loss, you can’t claim the deduction for that business.
- Partnerships and S corporations: Partners and LLC members taxed as partners often have premiums reported on Schedule K‑1 so they can deduct them on their personal return. More than 2% S‑corp shareholders have special payroll/reporting rules; premiums often flow through wages and must be handled correctly on the shareholder’s Form 1040.
- Employee premiums: If you pay premiums for employees, those costs are deducted as a business expense (for example, on Schedule C), not as the self‑employed health insurance deduction on your personal return.
- Premium Tax Credit interaction: If you claim the Premium Tax Credit (or receive advance payments), you can’t double‑claim the same premiums. You’ll need to reconcile these on Form 8962.
- Long‑term care: Qualified long‑term care premiums may be included but are subject to IRS age‑based dollar limits.

Simple example
If you left a W‑2 job in June and started your own business, premiums for January–June aren’t deductible under this rule if you had access to employer coverage then. If you purchased your own policy covering July–December, those months’ premiums can be deductible (subject to the earned income limit).
Checklist — what to gather before we do the math
- Insurance invoices and proof of payment (dates and amounts),
- Records showing whether an employer plan was available for you or your spouse in each month,
- Schedule C profit/loss (or Schedule K‑1 for partners) to determine earned income from the business,
- Any Form 1095‑A if you used the Marketplace (to reconcile Premium Tax Credit),
- Documentation of employee coverage and related payroll if you have employees
Want help?
If you’d like, I can run the numbers for you, check which months qualify, and show how much of the premiums you can deduct. Reach out to First Coast Accounting in St. Augustine — I’m happy to walk you through the specifics and make sure everything is reported correctly.