Crypto investors urged to consider tax loss harvesting before year-end

With the end of 2025 approaching and crypto markets in a slump, investors have a timely opportunity to employ tax loss harvesting strategies to reduce their taxable income. This approach involves selling underperforming digital assets to offset capital gains, offering potential financial benefits without the restrictions seen in traditional stock markets. Experts highlight the importance of accurate tracking amid evolving IRS reporting requirements.

As tax season looms with just days left in 2025, cryptocurrency investors are being encouraged to review their portfolios for opportunities to mitigate tax liabilities through loss harvesting. This strategy, familiar from stock trading, allows individuals to realize losses by selling assets trading below their cost basis—the original purchase price plus fees—and use those losses to offset capital gains or deduct up to $3,000 from ordinary income annually.

The recent downturn in crypto markets has created ideal conditions for this tactic, as prices have fallen sharply, prompting widespread investor concern. Unlike equities, cryptocurrencies lack a wash sale rule, enabling immediate repurchasing of the same asset after a sale without disqualifying the loss for tax purposes. However, authorities caution against artificial transactions lacking economic substance, which could invite scrutiny.

To implement effectively, investors must first gain a clear view of all holdings across exchanges and wallets, verifying cost basis accuracy to avoid errors in gain or loss calculations. Once identified, underperforming assets can be sold for cash or swapped for another cryptocurrency, triggering the realizable loss. This process benefits higher-income earners most, as it shields gains taxed at elevated rates.

Looking ahead to 2026 filings, the IRS plans to introduce standardized reporting via Form 1099-DA from crypto brokers, akin to stock forms. While brokers will supply transaction data, individuals remain responsible for computing cost basis, holding periods, and net results. Accurate record-keeping is crucial as digital assets transition toward greater regulation, helping investors optimize positions and sidestep penalties from overlooked losses or misreported trades.

This year-end review not only supports immediate tax relief but also encourages broader portfolio reassessment, positioning holders for a stronger start to the new year.

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Illustration of a cryptocurrency market downturn, showing plummeting price charts on a digital screen with a distressed trader in a trading floor, representing the erasure of 2025 gains after an October peak.
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Cryptocurrencies erase nearly all 2025 gains after October peak

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The cryptocurrency market has suffered a sharp downturn, wiping out almost all gains made earlier in 2025 following a record high in early October. Triggered by massive liquidations and a flash crash, the total market value has declined by about 20% since the peak. Despite this, the sector remains up modestly for the year amid mixed signals from investor inflows and macroeconomic shifts.

Bitcoin has fallen 30% from its all-time high, prompting financial advisers to anticipate increased tax-loss harvesting in digital assets this year. With the cryptocurrency down 5% year-to-date while the S&P 500 has risen 18%, investors face incentives to sell losing crypto positions to offset stock gains before the December 31 deadline.

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A new academic study by the IRS reveals that cryptocurrency sellers tend to be younger individuals with lower taxable incomes who file taxes themselves, potentially skewing enforcement efforts toward retail investors. The research points to the virtual currency checkbox on tax returns as a key factor boosting reporting among less sophisticated traders. Experts suggest this approach may overlook higher-income, more complex crypto activities, urging a more targeted compliance strategy.

Law enforcement agencies across several U.S. states are increasingly seizing cryptocurrencies linked to criminal activities, even in the absence of specific legislation. Connecticut and Texas have enacted laws explicitly allowing such forfeitures, while other states rely on broader existing statutes. Challenges persist in compensating victims amid volatile asset values.

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Bitcoin dropped below $93,000 on November 17, 2025, erasing all its year-to-date gains and marking a 27% decline from its October record high. The sell-off intensified bearish sentiment across cryptocurrencies, with altcoins plunging to five-year lows and related stocks tumbling. Analysts suggest a local bottom may be forming as short-term holders capitulate.

As 2026 begins, President Donald Trump's tariffs are anticipated to heighten uncertainty in global trade, leading to short-term volatility in cryptocurrencies like Bitcoin, Ethereum, and XRP. While initial market pressure may arise from inflation fears and tighter monetary policy, digital assets could emerge as alternative stores of value over the longer term. Institutional investors are closely watching these developments amid record participation levels.

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A recent survey by tax software provider Avalara reveals that nearly half of accounts payable executives lack confidence in understanding upcoming 1099 reporting thresholds. Just over half are preparing for the new 1099-DA form related to digital assets. Unclear IRS guidance is cited as a major source of uncertainty.

 

 

 

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