:max_bytes(150000):strip_icc()/GettyImages-13494373301-57b47a4582d149809e99b3a8c4107ce1.jpg)
Mark Cussen, CMFC, has 13+ years of experience as a writer and provides financial education to military service members and the public. Mark is an expert in investing, economics, and market news.
Updated April 29, 2024 Reviewed by Reviewed by Lea D. UraduLea Uradu, J.D. is a Maryland State Registered Tax Preparer, State Certified Notary Public, Certified VITA Tax Preparer, IRS Annual Filing Season Program Participant, and Tax Writer.
Fact checked by Fact checked by Suzanne KvilhaugSuzanne is a content marketer, writer, and fact-checker. She holds a Bachelor of Science in Finance degree from Bridgewater State University and helps develop content strategies for financial brands.
Part of the Series Understanding Small Business Taxes: A Comprehensive GuideRecordkeeping, Business Structures, and Business Taxes
Writeoffs, Tax Breaks, and Tax Reduction Strategies
Tax Compliance and Reporting
Tax Credits and Deductions
When it comes to filing taxes, getting the lowest tax liability is not about skill. It’s about what you know. Unfortunately, many taxpayers miss out on deductions and credits simply because they aren’t aware of them. Several of the most overlooked deductions pertain to health and medical expenses and insurance premiums. Note that the 2017 Tax Cuts and Jobs Act (TCJA) eliminated many deductions but left most of the ones discussed below unchanged.
Disability insurance is probably the most commonly overlooked insurance premium tax deduction. This type of insurance can provide supplemental income if you’re disabled and can’t work. The deductibility of these premiums, however, is complicated and limited.
The Internal Revenue Service (IRS) permits self-employed taxpayers to deduct “overhead insurance that pays for business overhead expenses you have during long periods of disability caused by your injury or sickness.” However, “You can’t deduct premiums for a policy that pays for lost earnings due to sickness or disability.”
Essentially, the only disability insurance that is eligible for a deduction is the kind that covers business overhead expenses while you’re out on leave. This type of insurance would cover items such as rent and utilities that are unavoidable for the duration of disability leave.
If you deduct the premium, any proceeds from the policy will be considered taxable income. By contrast, policy benefits will not be taxable if you pay for the premium yourself and do not deduct it—an arrangement used by some taxpayers so that they can receive tax-free benefits to cover business overhead expenses if they become disabled. Proceeds are also taxable if your employer paid for your disability insurance rather than if you bought it yourself with your after-tax dollars.
There are several rules to follow if you deduct health insurance expenses. They are based on your employment status, whether you itemize deductions, and whether you’ve paid your premiums using pre- or post-tax dollars.
An insurance-related tax perk that people without access to traditional group health coverage should be aware of is a health savings account (HSA), which combines a tax-advantaged savings element with a high-deductible health insurance policy.
All HSA contributions, up to the maximum permitted by law, are tax deductible, even for those who do not itemize on Schedule C. For the 2024 tax year you can contribute up to $4,150 if you have a self-coverage plan, or $8,300 for an individual with family coverage—with an additional $1,000 contribution allowed for taxpayers over the age of 55.
Employers can also make contributions to an HSA on behalf of employees, similar to a 401(k). However, the combination of employer and employee contributions can’t exceed the annual contribution limit for each coverage type.
Health savings accounts (HSA) can yield a triple tax benefit through tax-deductible contributions, tax-deferred growth, and tax-free withdrawals when funds are used to pay for qualified medical expenses.
Medical expenses are deductible but only in the amount that they surpass a certain percentage of the taxpayer’s adjusted gross income (AGI). That percentage (most recently ranging from 7.5% to 10%) keeps changing due to legislative changes, but it always stays just high enough to keep most people from qualifying. The percentage is 7.5% of your AGI for tax year 2024.
If you’re below the medical expense deduction threshold and plan to schedule medical procedures next year, you could try scheduling them this year instead to reach the deduction threshold (be sure to calculate this accurately before having the procedures). Keep in mind that if your insurance company reimburses you the following year, you will have to declare the amount of the deduction that was reimbursed as income that year.
For instance, imagine you deducted $17,000 for surgery in one year, and your insurance company sent you a $10,000 check for the surgery the following year. The $10,000 would have to be declared as income in the year when the check arrives.
If there’s a chance that you may get medical expenses covered by your insurance company in the future, you’re better off not declaring this deduction. You can always submit an amended return for the year when you would have received the deduction if your insurance claim is denied.
It’s important to distinguish unemployment compensation paid through a state unemployment agency from workers’ compensation, which is awarded to workers who cannot perform their duties as a result of an injury.
Unemployment benefits are always taxable, as they are considered a replacement for regular earned income. You will receive a Form 1099-G listing the total unemployment compensation you received throughout the year, and this amount should be reported on IRS Form 1040. Workers’ compensation benefits that you receive should not be declared as income. This also includes survivor’s benefits.
Self-employed taxpayers and other business entities can deduct business-related insurance premiums, including health and dental insurance premiums and long-term care premiums. Vehicle insurance can also be deducted if the taxpayer elected to report actual expenses and is not taking the standard mileage rate. Be sure to keep documentation of all premiums paid toward eligible insurance expenses and any other deductible expenses you plan to claim, such as computer equipment or a home office.
Qualified plans aren’t the only type of retirement savings vehicle that can be funded with tax-deductible premiums. Defined-benefit plans known as “412(e)(3) plans” can provide substantial deductions for small-business owners looking to catch up on their retirement savings and receive a guaranteed income stream in the future.
These plans are funded solely with insurance products, such as cash value life insurance or fixed annuity contracts. The plan owner can deduct up to hundreds of thousands of dollars in contributions to this plan every year.
Participants in standard qualified plans, such as a 401(k) plan through an employer, can purchase a limited amount of either term or permanent life insurance coverage, subject to specific restrictions. However, the coverage must be considered “incidental” according to IRS regulations.
According to the IRS, an insurance policy is considered “incidental” if “less than 50% of the employer contribution credited to each participant’s account is used to purchase ordinary life insurance policies on the participant’s life.”
Life insurance death benefits paid out of qualified plans enjoy tax-free status, and this insurance can be used to pay the taxes on the plan proceeds that must be distributed when the participant dies.
Life insurance can help you provide a measure of family security for your loved ones if something should happen to you. You may be wondering whether life insurance premiums are deductible on your tax return, and the answer is generally no. Still, premiums are deductible as a business-related expense (if the insured is an employee or a corporate officer of the company and if the company is not a direct or indirect beneficiary of the policy).
The death benefit is generally tax free for individual policy owners and their beneficiaries.
Although death benefits for business-related beneficiaries are often tax free, there are certain situations in which the death benefit for corporate-owned life insurance can be taxable. However, employers offering group term life coverage to employees can deduct premiums that they pay on the first $50,000 of benefits per employee, and amounts up to this limit are not counted as income to the employees.
A tax deduction is a dollar amount that taxpayers can subtract from their gross income. When you take tax deductions to which you're entitled, you decrease your taxable income, thereby lowering your tax bill.
An individual paying for self coverage only can contribute up to $4,150. An individual with family coverage can contribute up to $8,300. Those over age 55 can contribute an extra $1,000. These amounts are tax deductible.
Yes. If you’re self-employed, you can deduct medical, dental, and long-term care insurance premiums. You can also deduct business-related insurance premiums.
These are only a few of the commonly overlooked deductions and tax benefits related to insurance for which businesses, the self-employed, and individual taxpayers are eligible. Other deductions relating to compensation, production, and depreciation of buildings and equipment are listed on the IRS website. Talk to your accountant or another tax professional to determine the tax deductions related to insurance that you can claim to help minimize what you will owe.
Article SourcesRecordkeeping, Business Structures, and Business Taxes
Writeoffs, Tax Breaks, and Tax Reduction Strategies
Tax Compliance and Reporting
Tax Credits and Deductions
