Tax Loss Harvesting: What is it and how does it work?

Ben Clymer
12/14/2022

Nobody wants a losing investment and generally speaking, it’s never fun to lose. However, the simple fact of the matter is that from time to time losing in the market is likely to happen. While a loss is certainly negative, there are some potential positives to take away from the situation. The strategy of Tax-Loss Harvesting can be one of those positives.

What is Tax-Loss Harvesting? What are the Benefits?

In short, Tax-Loss Harvesting is the process of selling securities at a loss to offset the amount of capital gains tax due with the sale of other securities at a profit. Investments that are down are sold and replaced with similar investments, which effectively offsets the taxable gains from the investments that are up. This strategy within investment accounts can reduce an individual’s taxes now and in the future and help reposition their investment portfolio in general.

Process & Example

Generally, Tax-Loss Harvesting follows these steps:

1. An underperforming investment is sold.
2. That sale (loss) is used to reduce taxable gains and offset a portion of an individual’s income.
3. The money from the sale is reinvested into different securities for the future.

The following example is from the Schwab Center for Financial Research and does a great job of showing the impact Tax-Loss Harvesting can have for one’s potential tax savings:
“Let’s say you recognize a gain of $20,000 on a stock you bought less than a year ago (Investment A). Because you held the stock for less than a year, the gain is treated as a short-term capital gain and will be taxed at the higher ordinary-income rates rather than the lower long-term capital-gain rates, which apply to investments held for more than a year.
At the same time, you also sell shares of another stock for a short-term capital loss of $25,000 (Investment B). Your $25,000 loss would offset the full $20,000 gain from Investment A, meaning you’d owe no taxes on the gain, and you could use the remaining $5,000 loss to offset $3,000 of your ordinary income. The leftover $2,000 loss could then be carried forward to offset income in future tax years. Assuming you’re subject to a 35% marginal tax rate, the overall tax benefit of harvesting those losses could be as much as $8,050. Let’s take a look at how this works.

By offsetting the capital gains of Investment A with your capital loss of Investment B, you could potentially save $7,000 on taxes ($20,000 × 35%). Because you lost $5,000 more than you gained ($25,000 – $20,000), you can reduce your ordinary income by $3,000, potentially lowering your tax liability an additional $1,050 ($3,000 × 35%) for a total savings of $8,050 ($7,000 + $1,050). You could then apply the remaining $2,000 of your capital loss from Investment B ($5,000 – $3,000) to gains or income the following tax year.”

Source: Schwab Center for Financial Research.

Things to Consider

Tax-Loss Harvesting does come with its own set of limitations and regulations to follow:

  • Short-term gains and losses and long-term gains and losses are taxed a different rates.
  • Overall, if losses are larger than gains, individuals can apply up to $3,000 of losses towards their ordinary taxable income. Married couples filing separately can apply up to $1,500.
  • Generally, losses must be used to offset gains of the same type. Short-term losses must be used to offset short-term gains and long-term losses must be used to offset long-term gains. However, if losses exceed the gains of one type, it may be possible to use the excess losses of that type towards the other gains. For example, if an individual had $10,000 in short-term losses but only $5,000 in short-term gains, the excess of $5,000 may be applied towards any long-term gains.
  • Losses within a tax-deferred account such as an IRA, 401(k), and other retirement accounts, are not able to be deducted.
  • Additional restrictions may apply to losses generated by an exchange between family members
  • Securities can be deemed worthless or abandoned which affects this strategy
  • According to the IRS wash-sale rules, securities that are sold at a loss cannot be replaced with a security that is “substantially identical” within 30-days before and 30 days after the capital loss is realized.
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About The Author

Ben Clymer

Ben Clymer leads Abbey Street’s Private Wealth Management division and designed the planning processes for the firm. He holds the Certified Financial Planner™ designation and has a degree in finance from the University of Minnesota Carlson School of Management.

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