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Home / Investing / Tools / Tax Loss Harvesting: A Step-By-Step Guide

Tax Loss Harvesting: A Step-By-Step Guide

Updated: February 23, 2026 By Robert Farrington | < 1 Min Read Leave a Comment

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Tax-loss harvesting
This illustrative image visually represents the concept of tax-loss harvesting, a financial strategy discussed in the accompanying article. The top portion features a clear blue sky with a few white clouds, underneath which a bold red upward-trending arrow signifies capital gains, but with a grey arrow descending, showing how losses can offset gains. Below, a hand in a business suit sleeve, visible from the wrist down, is positioned over a downward-sloping red line, implying the "harvesting" of a loss from a declining investment. This visual metaphor directly relates to the article's focus on selling investments that have dropped in value to realize a capital loss, which can then be used to offset capital gains and ultimately reduce an investor's taxable income. The image helps to explain the step-by-step guide to tax-loss harvesting, making the complex financial concept more accessible and understandable.

Key Points

  • Tax-loss harvesting lets investors use losing investments to offset capital gains and reduce taxable income.
  • The strategy only works in taxable accounts (not 401(k)s or IRAs).
  • Understanding the wash-sale rule and timing trades correctly are crucial to avoid disqualified losses.

Tax-loss harvesting is the practice of selling investments that have dropped in value to realize a capital loss, then using that loss to offset capital gains from other investments or up to $3,000 of ordinary income per year.

The idea is simple: You’ve already lost money on paper. Selling that investment allows you to record the loss now and reduce your current tax bill. You can then reinvest the proceeds in a similar (but not identical) asset to stay invested.

It’s a legal, IRS-approved strategy - when used carefully.

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Simple Example

Imagine you bought 100 shares of Stock A for $5,000. Today those shares are worth $3,000, meaning you have a $2,000 unrealized loss.

You also sold Stock B earlier this year for a $2,000 gain.

If you sell Stock A, you can offset the $2,000 gain with your $2,000 loss—making your net capital gain $0.

If you have no other gains, you can deduct up to $3,000 in losses against ordinary income this year. Any leftover losses can roll forward to future years until they’re used up.

You can use The College Investor's capital gains calculator to estimate your taxes if you don't do this!

How To Harvest Tax Losses

Many robo-advisors include automatic tax-loss harvesting as part of their advisory services. But if you're interested in implementing tax-loss harvesting on your own, the good news is that it's a relatively simple process. 

Step 1: Monitor Your Investment For Value Loss

Take the time to monitor your portfolio for investments that are losing value. When you notice a substantial drop in your investment’s value, it may be time to consider implementing a tax-loss harvesting strategy. 

Step 2: Sell Investment At A Loss

When you find an investment that has lost value, you can sell it. At that point, you will realize a capital loss. Without the action of selling the investment, the capital loss remains unrealized and you miss out on the chance to harvest the tax losses.

For example, let’s say you invest $10,000 into a mutual fund. Six months later, the investment’s value has dropped to $8,000. If you miss the chance to sell your investment and it rebounds to $11,000, you won’t be able to use the temporary loss in value to reduce your tax liability.

Step 3: Repurchase A Similar Investment

Once you sell your original investment, it's time to reinvest your funds. When you select a new investment, you'll need to make sure that you are purchasing something similar but not identical.

The IRS will not allow you to pursue tax-loss harvesting if you purchase identical investments, otherwise known as a wash sale. A similar investment cannot be "substantially identical" to the original investment.

However, it's possible to purchase different ETFs that target similar industries. Buying a similar investment will allow you to stick with your overall investment goals while taking advantage of short-term losses to minimize your tax drag. 

Step 4: Claim The Loss

Once you’ve completed the mechanics of a tax-loss harvesting transaction, the next step is to claim the loss on your tax return. This final step will allow you to realize the tax loss in a meaningful way.

Depending on your capital gains tax bracket, you could save thousands with the help of this tax minimization strategy.

Limitations Of Tax-Loss Harvesting

Although tax-loss harvesting can be an exciting way to potentially save thousands, there are some limitations to be aware of. These limitations have been set by the IRS as a way to prevent abuse.

Wash Sale Rules

The wash sale rule prevents investors from attempting to harvest tax losses with identical investments. Under this rule, you cannot claim a capital loss on the sale of a security against a capital gain of the exact same security. 

With that, you cannot buy and sell identical securities within 30 days before or after the sale to claim a capital loss. If you move forward with the buying and selling of identical securities within 30 days, the IRS will not allow you to claim a tax write-off.

Importantly, you can replace investments with similar mutual funds or ETFs. With similar mutual funds, your investment portfolio can be relatively similar without violating the wash sale rule. 

Important Reminder: The wash sale rule doesn't currently impact cryptocurrency. If you're holding your crypto, you can "wash" your crypto to realize tax losses while still holding the same amount of tokens.

Only Benefits Taxable Accounts

Tax-loss harvesting is only possible in taxable investment accounts. Other investment accounts that are tax-deferred, like an IRA or 401(k), won't benefit from tax-loss harvesting as are they aren't subject to capital gains taxes. 

Limits On Offsetting Ordinary Income

There is no limit to the amount of investment gains that can be offset with tax-loss harvesting. However, there are limits to the amount of taxes on ordinary income that can be offset.

As a married couple filing jointly or a single filer, you can realize up to $3,000 of capital losses to reduce your ordinary taxable income in a given year. If you're a married couple filing separately, then you'll only be allowed to claim up to $1,500 of capital losses in a given year.

Due to these limitations, there may be certain years that you have more capital gain losses than you can claim on your tax return. The good news is that you can carry these losses over to future tax years.

Additional Costs

If you're aiming completing a tax-loss transaction each time one of your investments lose value, the strategy could become burdensome in multiple ways.

First, you may incur transaction costs if you don't have a commission-free stock broker. And, second, frequent tax-loss harvesting could lead to higher tax prep costs when it comes time to file your return.

Before implementing tax-loss harvesting in your own portfolio, weigh the costs of completing the transaction and filing your taxes. You don’t want to go through the effort of harvesting a tax loss if the costs would outweigh the savings.

Final Thoughts

As you consider tax-loss harvesting, don’t prioritize this strategy over the value of a well-balanced portfolio. Although you can save on your tax bill through this strategy, it shouldn't take precedence over building a portfolio that aligns with your investment goals.

If you're starting out on your investment journey, take advantage of our free resources to help you build a portfolio that works for you. And if you're looking for a "set it and forget it" tax-loss harvesting option, you may want to open an account with one of the top robo-advisors that can execute all the transactions automatically on your behalf.

FAQs

What is tax-loss harvesting and how does it reduce my tax bill?

Tax-loss harvesting involves selling investments at a loss to offset capital gains, reducing taxable investment income for the year.

What is the wash-sale rule and how can I avoid violating it?

The wash-sale rule disallows losses if a substantially identical investment is repurchased within 30 days before or after a sale.

In which types of investment accounts can I use tax-loss harvesting?

Tax-loss harvesting applies to taxable brokerage accounts, not tax-advantaged accounts like IRAs or 401(k)s.

What are the limits on using capital losses to offset ordinary income?

Up to $3,000 of net capital losses can offset ordinary income annually, with additional losses carried forward to future years.

Editor: Clint Proctor

Robert Farrington
Robert Farrington

Robert Farrington is the founder of The College Investor and is widely recognized as one of the nation’s leading voices on student loan debt and saving for college. He holds an MBA from UC San Diego Rady School of Management and has spent over 15 years researching, writing, and advising on student loans, 529 plans, financial aid programs, and saving and investing for young professionals.

Robert has been featured in the The New York Times, The Wall Street Journal, The Washington Post, NBC News, and Forbes, where he has been a regular personal finance contributor for over a decade. His work combines both professional expertise and personal experience – he successfully navigated his own student loan repayment journey and has helped thousands of readers do the same.

He is committed to making the intersection of personal finance and education transparent and accessible. You can learn more about Robert on the About Page or on his personal site RobertFarrington.com.

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