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Which Tax Documents Do I Need to Keep?

by Caldwell Trust
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Tax season often brings a common question: How long should I keep my tax records? While some documents are safe to toss after a few years, others should be held onto indefinitely. Keeping track of tax documents is crucial for ensuring accurate tax filings, avoiding unnecessary stress, and protecting yourself in case of an audit. Knowing which records to retain—and for how long—can help you stay organized and compliant with IRS guidelines. Below, we break down the key tax documents to keep, how long to store them, and best practices for secure record-keeping.

Which Tax Documents Should You Keep?

Keeping the right tax documents ensures you’re prepared for filing season, potential audits, and financial planning. While not every document needs to be stored indefinitely, certain records are essential for verifying income, deductions, and major financial transactions. Below is a breakdown of key documents to keep and why they matter.

Income and Filing Documents

At the heart of your tax records are documents that verify your income. These serve as the foundation for your tax return and may be required in the event of an IRS audit or loan application.

  • Copies of Past Tax Returns – Keeping copies of your previously filed tax returns can help you reference past deductions, compare financial trends, and correct errors on future filings. The IRS recommends holding onto them for at least three years, but some financial advisors suggest keeping them indefinitely.
  • W-2 Forms – These forms, provided by employers, summarize your annual wages and tax withholdings. You’ll need them when filing your taxes, and they may be useful when applying for loans or Social Security benefits.
  • 1099 Forms – If you’re a freelancer, contractor, or receive miscellaneous income, you’ll receive a 1099 form (such as 1099-NEC for independent work or 1099-DIV for investment earnings). These documents confirm non-salaried income and should be retained for tax filing and potential audits.
  • K-1 Forms – If you’re involved in a partnership, S corporation, or trust, K-1 forms report your share of the business income and deductions. Keeping these helps ensure accurate tax reporting and tracking of long-term investments.
  • Investment Income Statements (1099-INT, 1099-DIV, 1099-B) – Whether you earn interest from a savings account, receive dividends, or trade stocks, these documents detail taxable investment income. Retaining them is crucial for calculating capital gains and losses.

Deductions and Credits

If you claim deductions or tax credits, you’ll need to retain supporting documentation to validate your claims.

  • Receipts for Deductible Expenses – If you deduct expenses such as business costs, charitable donations, medical bills, or education expenses, keep itemized receipts. The IRS may request proof of these deductions if they are questioned during an audit.
  • Mortgage Interest Statements (Form 1098) – Homeowners claiming mortgage interest deductions should keep these statements, which detail the amount of interest paid on a mortgage throughout the year.
  • Medical and Health Expense Documentation – If you deduct medical expenses exceeding a certain percentage of your adjusted gross income, keep medical bills, insurance statements, and proof of payments.
  • Childcare Expense Records – If you claim a tax credit for dependent care, maintain receipts and invoices from daycare centers, nannies, or after-school programs, along with employer-provided statements for flexible spending accounts.

Property and Investments

Major financial transactions involving property and investments require long-term recordkeeping, as they may impact future tax liabilities.

  • Real Estate Documents – If you own property, retain records related to the purchase price, home improvements, and sale details. These documents are essential for calculating capital gains or losses when selling a home.
  • Stock, Bond, and Mutual Fund Statements – Keeping records of investment transactions ensures accurate reporting of gains and losses. Retaining these documents also helps when determining cost basis for tax purposes.
  • IRA and Retirement Account Records – Contributions to retirement accounts, especially nondeductible IRAs, should be documented using Form 8606. Keeping these records helps track tax-free withdrawals in retirement.
  • Vehicle Purchase Records – If a vehicle is used for business purposes, maintain documentation for tax deductions related to mileage, depreciation, and maintenance.

Employment and Small Business Records

Self-employed individuals and business owners need to maintain specific records related to income, expenses, and payroll taxes.

  • Employment Tax Records – Business owners with employees should retain payroll tax filings and related documents for at least four years, as required by the IRS.
  • Self-Employment Tax Filings – If you are self-employed, keeping records of estimated tax payments, business income, and expense receipts ensures proper reporting and deduction claims.
  • Business Expense Receipts – Entrepreneurs should document expenses related to office supplies, travel, home office deductions, and equipment purchases to maximize deductions.

Special Circumstances

Some financial and legal records don’t fit neatly into a category but should be kept for future reference.

  • Disaster-Related Loss Records – If you file a claim for disaster-related losses, maintaining records of damage, repair costs, and insurance claims is necessary to substantiate your tax deductions.
  • Alimony Agreements – For divorces finalized before 2019, alimony payments remain tax-deductible for the payer and taxable for the recipient. Keeping divorce decrees and payment records ensures proper tax reporting.
  • Legal Documents Related to Estates, Trusts, or Major Transactions – Wills, estate tax filings, and trust documents should be kept indefinitely to address future financial or legal disputes.

Best Practices for Storing Tax Records

1. Maintain Both Physical and Digital Copies

While paper copies are useful, storing electronic versions can be a lifesaver in case of physical loss. Keep digital records securely using:

  • Cloud storage services (Google Drive, Dropbox, iCloud) with encryption
  • External hard drives or USB devices with password protection
  • Tax software archives (most tax preparation software allows you to download and store past returns)

2. Securely Store Sensitive Information

Tax documents contain personal data that can be used for identity theft. Ensure secure storage by:

  • Keeping physical documents in a fireproof, locked safe
  • Using password-protected files for electronic documents
  • Only sharing financial records via secure, encrypted email services

3. Dispose of Old Documents Properly

Once tax records are no longer needed, dispose of them securely to prevent identity theft.

  • Shred paper documents before discarding them.
  • Delete electronic copies permanently from your devices.
  • Use professional shredding services for bulk document disposal.

When in Doubt, Keep It

Keeping track of your tax documents helps simplify filing, protect against audits, and support financial planning. While the IRS provides retention guidelines, it’s often wise to keep key records longer—especially for property, investments, and major transactions.

If you're unsure, store it safely. Organize both physical and digital copies for easy access, and securely dispose of outdated records to prevent identity theft. By following these best practices, you’ll stay prepared, compliant, and stress-free come tax season.

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