07/23/2026
Yesterday I had two small business owners ask me about how to deduct health insurance premiums as a business expense. While I am definitely not a tax professional, and refer everyone to talk to their accountant, doing a bit of research goes a long way in helping people ask the right questions. In summary of this article, self employed folks cannot deduct their own (family included) health insurance premiums as a *business* expense, the health insurance premium deduction is on their Schedule 1 (1040).
Great questions to ask your CPA -
How can I deduct my health insurance premiums?
Are there any tax strategies I can use to reduce my income so that I can qualify for an ACA subsidy? (MAGI under 400% of the federal poverty guidelines gives families access to subsidies.)
If I want to deduct my own & dependents health insurance premiums is there another business structure that makes more sense in my situation? (I.e. S-corp or C-Corp)
What are the pros and cons of my current business structure vs another structure?
Part of my process in working with small business is helping them figure out what is the most affordable way to get coverage for their family and employees. Oftentimes a health share is more affordable, but health shares are not a tax deductible expense. Calculating the breakeven point between insurance vs a health share taking into account a potential tax deduction is part of the bigger picture. Choosing a plan is complicated from a personal health standpoint - even more so when a small business owner is looking at the financial health of their business.
If you are a small business owner wondering how to afford health insurance for your family, I would love to help light the way through the chaos. Comment LIGHT to get more information.
If you’re self-employed, you may be qualified to deduct health insurance premiums. See if you’re eligible & learn the deduction rules with the help from H&R Block.