Health insurance can be expensive, so being able to claim a tax deduction for some of your insurance costs can help you save come tax time. Since there are specific rules and qualifications you must follow, hereâs an overview of when you can and cannot claim a tax deduction on your health insurance.f youâre self-employed, your health insurance premiums may be tax deductible. If youâre self-employed and not eligible for an employer-sponsored health plan through a spouseâs job, you may be eligible to write-off your health insurance premiums on your taxes.
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