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Health Reimbursement Arrangements (HRAs) allow small business owners to legally deduct medical expenses, including premiums, copays, and prescriptions, by employing a spouse or using a standalone employer-funded plan. When appropriately structured, HRAs provide pre-tax reimbursements for medical expenses that would otherwise be non-deductible under IRS rules (e.g., those subject to the 7.5% AGI limitation on Schedule A). This guide explains how standalone HRAs and integrated HRAs function, outlines the qualification steps, and highlights the key compliance requirements.