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No investor enjoys seeing their stocks decline in value. However, tax-smart investors use down markets to their advantage through a process called tax-loss harvesting. This strategy allows you to sell losing investments, realize the loss, and use it to offset capital gains tax or ordinary income tax.
By understanding the rules of tax-loss harvesting, you can keep more of your investment returns and lower your annual tax bill.
When you sell an asset for a profit, you owe capital gains tax. Conversely, when you sell for a loss, you generate a capital loss. Tax-loss harvesting involves:
The IRS prevents investors from selling a stock for a tax loss and immediately repurchasing it. The Wash-Sale Rule states that if you buy a “substantially identical” security within 30 days before or after the sale, the tax loss is disallowed. To maintain your market exposure, you can purchase a similar (but not identical) index fund instead. You can read details on tax write-offs at the official IRS website.
Tax-loss harvesting should only be done in taxable accounts (not 401ks or IRAs, which are tax-deferred). To learn how to balance taxable and tax-deferred accounts, check our guide on Building a Resilient Long-Term Portfolio. To evaluate stock metrics before selling, read our Stock Valuation Guide.
Tax-loss harvesting is a vital tool for maximizing after-tax returns. By systematically harvesting losses and avoiding wash sales, you turn portfolio setbacks into valuable tax offsets.