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How Self-Employed Individuals Can Save Money by Deducting Health Insurance Premiums!

  • Writer: Joe Mardesich
    Joe Mardesich
  • Jan 17
  • 3 min read

Managing finances as a small business owner can be challenging, but smart bookkeeping can help you save significantly—especially when it comes to taxes. One of the most valuable tax benefits for self-employed individuals is the ability to deduct health insurance premiums for yourself and your family.



Health insurance is a critical expense, and understanding how to deduct these premiums can reduce your taxable income and ease financial pressure. Let’s dive into the specifics of this deduction and how you can make the most of it.

Who Can Deduct Health Insurance Premiums?

To qualify for this deduction, you must meet certain criteria:

  1. Self-employed Status:

    • You must operate as a sole proprietor, independent contractor, freelancer, or partner in a business.

    • Shareholders owning more than 2% in an S corporation can also qualify, though additional rules apply.

  2. Lack of Employer-sponsored Coverage:

    • You, your spouse, or dependents must not have access to health insurance through an employer’s plan (yours or your spouse’s).

  3. Profitable Business:

    • The deduction is limited to the amount of net profit generated by your business. If your business operates at a loss, you won’t qualify for this deduction for that tax year.

What Expenses Are Eligible for Deduction?

You can deduct premiums paid for the following:

  • Medical and dental insurance.

  • Vision care plans.

  • Long-term care insurance (with limits based on age).

  • Health insurance plans for your spouse and dependents.

It’s important to note that these deductions are available even if you don’t itemize deductions. They are considered an “above-the-line” deduction, reducing your adjusted gross income (AGI).

How to Claim the Deduction

To ensure you claim this deduction correctly, follow these steps:

  1. Keep Accurate Records:

    • Maintain proof of payments, including receipts, bank statements, or insurance invoices.

    • Document the date, amount, and purpose of each payment.

  2. Use the Right Tax Forms:

    • Report health insurance premiums on Schedule 1 of Form 1040.

    • If you’re an S corporation shareholder, premiums may also need to be included on your W-2 form.

  3. Verify Eligibility:

    • Double-check that the premiums paid are not covered by any other employer-sponsored plan.

  4. Consult a Tax Professional:

    • Tax laws can be complex, and mistakes can result in penalties or missed savings. A professional can help maximize your deductions while ensuring compliance.

Why This Deduction Matters for Small Business Owners

Health insurance premiums can be a significant expense, especially for small business owners who bear the full cost. Taking advantage of this deduction not only reduces your tax burden but also helps you reinvest savings back into your business.

Additionally, claiming this deduction ensures that you and your family have access to essential health coverage without feeling overwhelmed by the financial burden.

Bonus Tips for Effective Bookkeeping

  • Use Accounting Software: Tools like QuickBooks or Xero can help you track expenses, including health premiums, throughout the year.

  • Hire a Bookkeeper: A professional can handle your records, freeing up your time to focus on growing your business.

  • Organize Your Records: Keep all receipts, invoices, and financial statements in one place for easy access during tax season.

Final Thought

Tax deductions like these are an excellent way to keep your finances healthy while ensuring you’re prepared for unexpected medical needs. If you’re unsure about your eligibility or how to properly claim this deduction, consider reaching out to a tax advisor or financial expert.

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