As the price of bitcoin falls, you can leverage this tax ‘loophole,’ experts say

Bitcoins

Jaque Silva/ | Nurphoto | Getty Images

With the price of bitcoin down from a record high in January, there’s a chance for some investors to score a tax break, experts say.  

Following a post-election rally, the flagship digital currency touched $109,000 on inauguration day before falling in February. As of midday Friday, the price was around $84,000, after dipping below $80,000 overnight, according to Coin Metrics.

The latest selloff presents a tax planning opportunity, including a “loophole” that could go away amid Congressional tax negotiations, according to Andrew Gordon, a tax attorney, certified public accountant and president of Gordon Law Group.

More from Personal Finance:
Americans are suffering from ‘sticker shock’ — how to adjust
You can still lower your 2024 tax bill or boost your refund
1 in 5 Americans are ‘doom spending’ — how that can backfire

Loading chart…

The strategy, known as “tax-loss harvesting,” allows you to offset profitable investments by selling declining assets in a brokerage or other taxable account. Once your losses exceed gains, you can subtract up to $3,000 per year from regular income and carry excess losses into future years. 

Some investors wait until December for tax-loss harvesting, which can be a mistake because asset volatility, particularly for digital currency, happens throughout the year, experts say. 

“You should look for these opportunities continually and take advantage of them as they occur,” Gordon said.  

You should look for these opportunities continually and take advantage of them as they occur.

Andrew Gordon

President of Gordon Law Group

Bitcoins The crypto wash sale ‘loophole’ 

When selling investments, there’s a wash sale rule, which blocks you from claiming a loss if you repurchase a “substantially identical” asset within a 30-day window before or after the sale.

But currently, the wash sale rule doesn’t apply to cryptocurrency, which can be beneficial for long-term digital currency investors, experts say.

“If you sell, for instance, bitcoin at a loss today and then buy it back tomorrow, you still have your loss on the books,” Gordon said. “This is an extremely effective strategy for crypto investors because they don’t have to exit their position.”

However, the strategy could disappear in the future as Congressional Republicans seek ways to fund President Donald Trump‘s tax agenda.

Sens. Cynthia Lummis, R-Wyo. and Kirsten Gillibrand, D-N.Y., in 2023 reintroduced a regulatory framework for cryptocurrency, which included closing the crypto wash sale loophole. Former President Joe Biden‘s fiscal year 2025 budget also included the proposal.

In the meantime, “the IRS gives us this loophole. We may as well take it,” Adam Markowitz, an enrolled agent at Luminary Tax Advisors in Windermere, Florida, previously told CNBC.

Of course, you should always consider your investing goals and timeline before implementing the tax strategy.

bitcoins Tax Tip: Crypto Assets

Dion Schroeder Read More

Latest

Gambling.com Group Is Now Grandstand

New Name Captures Company’s Evolution into the Intelligence Layer of Sports, Gaming and Entertainment. Gambling.com Group Limited (Nasdaq: GAMB) (the “Company”) today announced that it has changed its name to Grandstand Limited. Beginning with the market open tomorrow, July 23, 2026, the Company’s ordinary shares will trade on the Nasdaq Global Market under the ticker symbol

Piyush Goyal says he’d have bet his money on Indian startups

Commerce Minister Piyush Goyal urged Indian investors to put more money into homegrown startups, saying he would have invested in 120 startups from the government's Bharat Innovates programme if he were not in public office. He also called on businesses to reinvest profits into innovation, deep tech and advanced manufacturing while making the most of

‘Copilots advise, our AI agents do the work’: Netcore.AI bets on outcome-based AI model

Netcore.AI is reshaping its marketing technology business around autonomous AI agents that execute campaigns instead of merely assisting marketers. Founder and MD Rajesh Jain says the company is intro... Edited by : Swapnil Deshpande First Published:  Jul 29, 2026 10:04 PM IST

US Stock Market Today: Fed Decision, Microsoft and Meta Earnings in Focus

Investors are closely watching the Federal Reserve’s interest rate decision, with policymakers expected to keep rates unchanged at 3.50%–3.75%. Markets will focus on Fed Chair Kevin Warsh’s comments for clues on inflation and the outlook for future rate cuts. After the close, Microsoft and Meta will report earnings, with investors watching AI spending, cloud growth

Newsletter

Don't miss

Gambling.com Group Is Now Grandstand

New Name Captures Company’s Evolution into the Intelligence Layer of Sports, Gaming and Entertainment. Gambling.com Group Limited (Nasdaq: GAMB) (the “Company”) today announced that it has changed its name to Grandstand Limited. Beginning with the market open tomorrow, July 23, 2026, the Company’s ordinary shares will trade on the Nasdaq Global Market under the ticker symbol

Piyush Goyal says he’d have bet his money on Indian startups

Commerce Minister Piyush Goyal urged Indian investors to put more money into homegrown startups, saying he would have invested in 120 startups from the government's Bharat Innovates programme if he were not in public office. He also called on businesses to reinvest profits into innovation, deep tech and advanced manufacturing while making the most of

‘Copilots advise, our AI agents do the work’: Netcore.AI bets on outcome-based AI model

Netcore.AI is reshaping its marketing technology business around autonomous AI agents that execute campaigns instead of merely assisting marketers. Founder and MD Rajesh Jain says the company is intro... Edited by : Swapnil Deshpande First Published:  Jul 29, 2026 10:04 PM IST

US Stock Market Today: Fed Decision, Microsoft and Meta Earnings in Focus

Investors are closely watching the Federal Reserve’s interest rate decision, with policymakers expected to keep rates unchanged at 3.50%–3.75%. Markets will focus on Fed Chair Kevin Warsh’s comments for clues on inflation and the outlook for future rate cuts. After the close, Microsoft and Meta will report earnings, with investors watching AI spending, cloud growth

Morgan Stanley Launches Cheapest ETH and SOL ETFs With Staking Rewards

Morgan Stanley has officially entered the spot crypto ETF market with the launch of the Morgan Stanley Ethereum Trust (MSSE) and the Morgan Stanley Solana Trust (MSOL) on NYSE Arca. The two funds stand out not only for their 0.14% annual expense ratio, the lowest among U.S. Ethereum and Solana ETFs. They also offer staking

‘Sabah is open for business’: Hajiji courts investors with promise of sustainable growth, carbon‑negative credentials

Sabah is pitching itself as an Asia-Pacific hub for impact investing, betting that its forests, biodiversity and natural resources can become drivers of economic growth as it seeks private capital for sustainable development. — Picture by Firdaus Latif By Julia Chan First Published: Monday, 13 Jul 2026 11:44 AM MYT KOTA KINABALU, July 13 —

Want Your Business to Be Seen Everywhere? Meet Tonia Ryan, Creator of Fix Your Search

Some people are good at their jobs. Then there is Tonia Ryan, who has turned “getting found online” into something close to magic. She is the creator of Fix Your Search, and if you have ever wondered why some businesses pop up everywhere while others seem invisible...

Grey Business processes $61 million as stablecoins dominate payments

Grey Business enables startups and SMEs to open US Dollar (USD) corporate accounts, send and receive international payments, convert currencies, and transact using stablecoins such as USDC and USDT...