Ways To Deduct Health Insurance
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Article Highlight:Itemized DeductionAGI LimitationsWhat Insurance Is DeductibleAbove-The-Line Deduction for the Self-Employedo Income Limitationo Subsidized LimitationHealth insurance premiums, especially in the wake of the “Affordable Care Act,” have risen dramatically and are one of the largest expenses that most individuals pay. Although the cost of health insurance is allowed as part of an individual’s medical deductions when itemizing deductions, only the amount of total medical expenses that exceeds 7.5% of the taxpayer’s adjusted gross income (AGI) is deductible. Itemized deductions are detailed on the Schedule A form that is included in your Form 1040 tax return.The purpose of this article is twofold: first, to remind you what insurance can be included as a medical deduction, and second, to inform you of an alternate means of deducting health insurance for certain self-employed individuals—a means that avoids the AGI limitation and allows for a deduction without itemizing.Let’s start by looking at what is treated as deductible health insurance. It includes the premiums you pay for coverage for yourself, your dependents, and your spouse, if applicable, for the following types of plans:Health Care and Hospitalization InsuranceLong-Term Care Insurance (but limited based upon age)Medicare-BMedicare-C (aka Medicare Advantage Plans)Medicare-DDental InsuranceVision InsurancePremiums Paid through a Government Marketplace net of the Premium Tax CreditNote: Medicare premiums paid through payroll taxes, sometimes referred to as the hospital insurance (HI) portion of FICA and self-employment taxes, generally are not a medical expense.Further, premiums paid on your or your family’s behalf by your employer aren’t deductible because their cost is not included in your wage income. Or, if you pay premiums for coverage under your employer’s insurance plan through a “cafeteria” plan, those premiums aren’t deductible either because they are paid with pre-tax dollars.Self-Employed (SE) Health Insurance Deduction – If you are a self-employed individual, partner in a partnership or a more-than-2%-shareholder of an S corporation you can deduct as an above-the-line expense 100% of the amount paid during the tax year for medical insurance on behalf of yourself, your spouse, dependents, and children under age 27 even if the child is not a dependent. Above-the-line deductions are allowed without having to itemize them on Schedule A. To be eligible for the SE health insurance deduction, one of the following statements must be true:Sole Proprietorships – You had a net profit for the year reported on Schedule C – Profit or Loss from Business or Schedule F – Profit or Loss from Farming. The deduction cannot exceed your net earnings from your sole proprietorships for which the plan providing the coverage is established. Net earnings for this purpose are the net profit from Schedule C or F reduced by the 50% of self-employed tax deduction allowed for the year and/or the contributions to a qualified retirement plan, simplified employee pension (SEP) plan or SIMPLE plan. The health care policy can be either in the name of the business or in your name. If the medical insurance costs exceed the net profit from your business, the excess amount can be included as part of your Schedule A medical expenses if you itemize your deductions.S-Corporation Shareholder – If you area more-than-2% S corporation shareholder, your wages (i.e., the Medicare wages from box 5 of Form W-2) from the S corporation are treated as earned income, and the premiums paid or reimbursed by the S corporation are shown as wages on your Form W-2. The policy can be either in the name of the S corporation or your name as the shareholder.o If the S corporation pays the premiums, the premium amounts are included on Form W-2 as wages.o If you (the shareholder) pay the premiums, and the policy is in your name, the S corporation must reimburse you and report the premium amounts on your W-2 as wages. Otherwise, the insurance plan won't be considered established under the business.Partner in a Partnership– If you are a partner with net earnings from self-employment for the year reported on your Schedule K-1 from the partnership, the health insurance policy can be in the name of the partnership or in your name as the partner.o If the partnership pays the premiums, the premium amounts must be reported on your Schedule K-1, Form 1065, from the partnership as guaranteed payments and included in your gross income.o If you as a partner pay the premiums, and the policy is in your name, the partnership must reimburse you, and the premium amounts will need to be included in gross income as guaranteed payments on Schedule K-1. Otherwise, the insurance plan won't be considered established under the business.
Tax and Financial Insights
by NR CPAs & Business Advisors


2026 IRS Mileage Rates: Key Updates and Insights
The IRS has rolled out the inflation-adjusted mileage rates for 2026, offering taxpayers an efficient way to claim deductions for vehicle-related expenses incurred for business, charity, medical, or moving purposes. These adjustments reflect the continued economic shifts impacting car operation costs.
Effective January 1, 2026, the new standard mileage rates are established as follows:
- Business Travel: Increased to 72.5 cents per mile, inclusive of a 35-cent-per-mile depreciation allocation. This marks a rise from the 70 cents per mile rate set for 2025
- Medical/Moving Purposes: Reduced slightly to 20.5 cents per mile, down from 21 cents in the previous year, reflecting the variable cost considerations.
- Charitable Contributions: Consistent at 14 cents per mile, a fixed rate unchanged for over a quarter-century.
As is typical, the business mileage rate considers the integral fixed and variable costs of automobile operation. Meanwhile, the medical and moving rates remain contingent on variable expenses as determined by the IRS study.

It is critical to note that the One Big Beautiful Bill Act (OBBBA) held firm on disallowing moving expense deductions except for specific cases within the Armed Forces and intelligence community, marking a substantial shift since 2017.
When engaging in charitable work, taxpayers might opt for a direct expense deduction over the per-mile method, covering gas and oil costs. However, comprehensive upkeep and insurance costs are non-deductible expenses.
Business Vehicle Use Considerations: Taxpayers can alternatively compute vehicle expenses using actual costs, which might benefit from shifting depreciation rules, particularly through bonuses and first-year advantages. Keep in mind, however, reverting from actual cost calculations to standard rates in subsequent years is restricted, particularly per vehicle protocol and when exceeding four vehicles in concurrent use.

Additionally, parking, tolls, and property taxes attributable to business can be deducted independently of the general rate, an often-overlooked advantage by many business owners.
Tax Strategies for Employers and Employees: Reimbursements based on the standard mileage framework, providing the right documentation is in place, remain tax-free for employees. Meanwhile, the elimination and continued prohibition of unreimbursed employee deductions continue, with particular exceptions offered to qualified personnel across specific occupations.
Opportunities for Self-employed Individuals: Entrepreneurs remain eligible for deductions on business-related vehicle use via Schedule C, with potential to account for business-use interest on auto loans.

Heavy SUVs and Deduction Advantages: Heavier vehicles exceeding 6,000 pounds but under 14,000 pounds open opportunities for substantial tax deductions through Section 179 and bonus depreciation avenues. The lifecycle of such a vehicle bears implications on recapturing initially claimed deductions, urging cautious tax planning.
For professional guidance on optimizing your vehicle-related tax deductions and understanding their implications on tax strategies, contact our office in Coral Gables, Florida, where expert advice and strategic insights are just a call away.


Educator's Deduction Reform: Key Changes Under OBBBA
The One Big Beautiful Bill Act (OBBBA) introduces significant enhancements for educators' tax deductions starting in 2026, offering both strategic opportunities and planning considerations for educators who qualify. With the reinstated itemized deduction for qualified unreimbursed expenses, educators have a broader spectrum of financial relief. This is complemented by the retention of the $350 above-the-line deduction, allowing educators to maximize their tax benefits by selectively allocating expenses between these avenues.
Understanding the nuances of these changes is crucial for educators and financial advisors alike. The dual-option deduction strategy can potentially enhance tax efficiency, thereby aligning with broader financial planning goals.

At NR CPAs & Business Advisors, based in Coral Gables, Florida, our expertise in tax preparation and planning provides invaluable support to educators navigating these changes. Our comprehensive approach, combined with personalized advice from our experienced team, ensures compliance and optimization in line with the latest tax legislations.
Given these updates, it is imperative to engage with seasoned professionals to fully leverage your deduction strategies. Contact us today to streamline your tax planning under OBBBA's new guidelines and maximize your deductions for upcoming tax years.


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