Wealthy investors have long used tax-loss harvesting to reduce their tax bills by offsetting capital gains with investment losses. But Cliff Asness, founder of AQR Capital Management, has taken the strategy much further, building portfolios designed to generate large tax losses even while the overall investment makes money.
The approach, known as tax-aware long-short investing, has become so popular among wealthy investors that Bloomberg has called it this generation’s “great American tax dodge.”
In a Sept. 28 NPR podcast, Bloomberg reporter Loukia Gyftopoulou described Asness as “a mad genius in a way, who’s now found this way to help rich people slash their tax bills, potentially, to the extreme.”
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Asness’ strategy uses thousands of long and short positions, with his fund buying some investments while betting against others. As individual positions fall, AQR can sell or close them to lock in losses for tax purposes, while gains elsewhere in the portfolio keep the overall strategy profitable.
The numbers help explain the appeal. In one hypothetical scenario presented to potential investors, AQR showed how a $100 million investment could grow to $300 million over 10 years while generating $600 million in realized losses. The investor hasn’t actually lost $600 million overall; the figure represents cumulative losses realized on individual positions along the way, which can then offset taxable gains elsewhere.
Most investors don’t have $100 million, or even the $1 million minimum AQR initially required to participate in the strategy. But the tax principle behind it isn’t reserved for the ultrawealthy. Ordinary investors can use a much simpler version, known as tax-loss harvesting, to offset capital gains and potentially reduce their tax bill.
The more accessible tax-loss harvesting
Asness’ approach may involve much larger figures and far more complexity, but tax-loss harvesting itself is an established way for investors to legally reduce what they owe in taxes.
The tax benefit is spelled out by the IRS, which says capital losses can offset capital gains. If losses exceed gains, taxpayers can use up to $3,000 of the remaining losses to reduce their taxable income each year, while carrying additional losses into future years.
Tax-loss harvesting is common enough that major asset managers recommend it to clients. Vanguard senior financial advisor Scott Walker describes it simply as intentionally selling investments at a loss to lower taxes. As such, Vanguard offers automated tax-loss harvesting for investors who don’t want to manage the process themselves.
Meanwhile, Fidelity notes that investors don’t necessarily need capital gains today to benefit from harvesting losses, since those losses “can be used to offset income or future gains.” Investors with professionally managed portfolios may already be benefiting from the strategy, since portfolio managers often harvest losses to reduce taxes.
Christopher Fuse, an asset allocation portfolio manager at Fidelity, says tax-loss harvesting “can help a client reach their goals faster” because less money goes toward taxes and more remains invested.
However, these potential tax savings come with important caveats.
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Tax-loss harvesting has its limits
Tax-loss harvesting can help reduce taxes, but it doesn’t magically eliminate them. In many cases, the strategy is partly about when taxes are paid. Selling an investment at a loss and putting the proceeds into another investment can reduce taxes today, but gains on the replacement investment may eventually become taxable when it’s sold.
Investors also have to be careful about what they buy after harvesting a loss. The IRS wash-sale rule generally prevents an investor from claiming a loss if they sell an asset and buy the same or a “substantially identical” investment within 30 days before or after the sale.
If the wash-sale rule prevents an investor from claiming a loss, the deduction generally isn’t lost for good. Instead, the loss is added to the cost basis of the replacement investment, postponing the deduction until that investment is sold.
Fidelity notes that investors don’t necessarily have to sit on the sidelines after selling an investment at a loss because of the wash-sale rule. For example, someone who sells an individual stock at a loss could consider buying a mutual fund or exchange-traded fund that tracks the same industry rather than immediately buying the stock back.
Asness’ approach shows how far sophisticated investors can take the basic idea. Ordinary investors, however, don’t need a complex long-short portfolio to apply the same tax principle. Selling investments already sitting at a loss can reduce taxes while allowing investors to keep the rest of their strategy intact.
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Sam Bourgi is a US based financial markets specialist with over a decade of experience covering investing, economics and digital assets. His work has been cited by Congress, the DOJ, the Bank for International Settlements, Bloomberg, Reuters, CNBC, Fox and Newsweek, as well as academic institutions.
