The Most Overlooked Tax Deductions

Many taxpayers miss legitimate deductions that can reduce taxable income and lower tax bills. Below is a concise guide to commonly overlooked deductions, who may qualify, and what records to keep. Always confirm eligibility with current tax law or a tax professional, since rules and limits can change.

State sales taxes

  • Who: Taxpayers in states without income tax or those who paid large purchases (e.g., vehicle, boat).

  • What: Option to deduct state and local sales taxes instead of state income taxes on Schedule A.

  • Records: Receipts for major purchases; IRS sales tax tables plus receipts for significant items.

Job search expenses (in certain years/states)

  • Who: Unreimbursed job seekers in the same line of work.

  • What: Historically deductible as miscellaneous itemized deductions subject to 2% AGI floor; availability depends on current tax law and whether state returns allow it.

  • Records: Job search costs (resume services, travel, placement agency fees), proof that job was in same field.

Educator expenses

  • Who: Eligible K–12 teachers and certain school staff.

  • What: Above-the-line deduction for classroom supplies, professional development, and protective gear.

  • Records: Receipts for supplies, course fees, and statements from employers confirming eligibility.

Student loan interest paid by someone else

  • Who: Parents or others who paid a student’s loan on behalf of the borrower.

  • What: If the borrower reports the interest as income, the borrower—not the payer—may be able to deduct the interest. Some arrangements can shift who claims the deduction; consult a tax advisor.

  • Records: Form 1098-E, canceled checks or payment confirmations.

Medical expenses many forget

  • Who: Taxpayers with large unreimbursed medical costs.

  • What: Medical expenses exceeding the AGI threshold (subject to change) can be deductible, including travel for medical care, certain home modifications, and special equipment.

  • Records: Medical bills, mileage logs, receipts for equipment and home modifications, and explanation of medical necessity.

State and local tax refunds reported incorrectly

  • Who: Taxpayers who itemized in prior years.

  • What: Need to determine whether prior year state refunds were taxed; failing to account for the tax benefit rule can create errors.

  • Records: Prior year returns, Forms 1099-G.

Out-of-pocket charitable expenses

  • Who: Donors who incur expenses while doing volunteer work for qualified charities.

  • What: Noncash expenses such as mileage, uniforms, supplies, and lodging for charity work may be deductible.

  • Records: Receipts, mileage logs, written acknowledgements from charities.

Home office deduction

  • Who: Self-employed individuals or employees (rules differ—employee deduction limited under current law).

  • What: Deduction for exclusive, regularly used space for business. Simplified and regular methods exist.

  • Records: Floor plans, square footage calculations, home-related bills apportioned for business use.

Business use of vehicle beyond standard mileage

  • Who: Self-employed taxpayers and business owners who use vehicles for business.

  • What: Some miss depreciation, actual expenses, and costs for vehicles used partly for business (especially for heavy SUVs and trucks with Section 179 or bonus depreciation options).

  • Records: Mileage log, receipts for repairs, insurance, registration, and purchase documents.

Tax prep fees and financial advice (where allowed)

  • Who: Some small business owners and investors.

  • What: Costs related to producing or collecting taxable income (some tax prep fees may be deductible on business returns or as an investment expense where rules permit).

  • Records: Invoices, receipts, and allocation between personal and business services.

Miscellaneous employee business expenses (for certain categories)

  • Who: Armed forces reservists, qualified performing artists, fee-basis state or local government officials, and employees with impairment-related work expenses.

  • What: These categories still allow deductions for unreimbursed employee expenses on federal returns.

  • Records: Receipts and employer statements of reimbursement policies.

Bad debts and worthless securities

  • Who: Small business owners, lenders, and investors.

  • What: Debts that become uncollectible and worthless securities may be deductible if properly documented as genuine losses.

  • Records: Loan agreements, collection efforts, financial statements, and broker records showing market value decline.

Casualty and theft losses (in jurisdictions or years when allowed)

  • Who: Taxpayers affected by disasters, theft, or accidents.

  • What: Deductible when losses exceed thresholds and where law permits (federal deductions limited in many years; state returns may differ).

  • Records: Police reports, insurance claims, receipts for repairs, and before-and-after photos.

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