IRS finds more crypto tax errors: investors face audits and possible penalties

By Jordan Keller

A growing number of cryptocurrency holders may face new scrutiny from the IRS as fresh reporting rules make digital-asset activity easier for tax authorities to trace. The change, which took effect for transactions dated Jan. 1, 2025, could expose investors who have struggled to calculate gains or who unintentionally failed to report crypto income.

Tax accountants and industry watchers say the biggest challenge for many holders isn’t evasion but complexity: tracking purchases, transfers and token-specific events across multiple wallets often leaves taxpayers uncertain about what to report.

Forms and visibility: what changed in 2025

Beginning with the 2025 tax year, brokers that handle digital assets must send investors a new document called Form 1099-DA, which lists gross proceeds from brokered crypto trades. That reporting requirement gives the IRS a clearer paper trail for many transactions that previously flew under the radar.

Researchers estimate that only a minority of U.S. crypto holders reliably report their activity. A March study in the Review of Accounting Studies put the compliance rate somewhere between roughly 32% and 56% — suggesting large gaps in reporting. The IRS’ National Taxpayer Advocate has warned lawmakers that the data indicate many owners could be out of compliance.

The practical result: discrepancies between what exchanges report and what taxpayers submit will be easier for the IRS to spot, increasing the likelihood of audits, notices or other enforcement steps.

Why crypto tax calculations are often complicated

Traditional financial markets long ago built reporting systems that pass cost and holding-period details between brokers and the IRS. That infrastructure is only now emerging for crypto, and it lags behind securities reporting in important ways.

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Two details determine how much tax an investor owes on a sale: the original purchase price (the cost basis) and how long the asset was held. Without reliable records of those figures, computing gains or losses becomes guesswork — and the IRS expects accurate answers.

Complexity grows quickly when activity goes beyond a simple buy-and-sell. Transactions that raise thorny tax questions include token swaps, staking rewards, mining proceeds, airdrops and transfers between exchanges and private wallets. Many users move assets off exchanges for security reasons, or use multiple platforms because different tokens aren’t available everywhere. Those patterns create scattered records and multiple taxable events.

Decentralized finance, or DeFi, presents one of the toughest puzzles. Lending and borrowing through smart contracts can generate interest, fees, and repayable principal in ways that have no centralized recordkeeper — leaving taxpayers to reconstruct the tax consequences themselves.

Practical steps taxpayers should take now

Advisors say the same approach works for both simple and complex crypto users: start assembling clean, traceable records and be prepared to explain past activity. Ignoring the problem isn’t a safe option — regulators are making the data more accessible.

  • Centralize records: keep a running ledger of each wallet and exchange, including dates, dollar values at the time of each transaction, and associated fees.
  • Preserve original purchase data: document the date and cost for every acquisition to establish accurate cost basis.
  • Track transfers carefully: note transfers between your own accounts to avoid double-counting or mischaracterizing disposals.
  • Use reputable tax software: platforms that import activity from exchanges and wallets can automate calculations; pick one that supports all the services you use.
  • Seek expert help for DeFi and staking: if you participate in decentralized lending, liquidity pools, or receive airdrops, consult a tax professional experienced in digital assets.

“Taxpayers who assume an exchange will keep records forever risk being surprised,” a tax professor who studies crypto told Congress — and many CPAs echo that warning. For people with dozens or even hundreds of trades in a year, the paperwork can become overwhelming.

Still, advisors stress that imperfect records are better than no records. Even if reconstructing transactions is time-consuming, showing a reasonable effort to comply can matter in later discussions with the IRS.

What to expect going forward

The move to greater transparency signals a turning point: more crypto activity will be matched to taxpayer filings, and the IRS is preparing to follow up on inconsistencies. That does not mean every mismatch will lead to penalties, but it does raise the stakes for anyone who has not been documenting their digital-asset activity.

For many investors the immediate task is practical and preventive: inventory wallets and exchanges, preserve historical data, and adopt a consistent method for valuing crypto at the time of each transaction. Doing so reduces the risk of later surprises and positions taxpayers to respond quickly if the IRS requests clarification.

Getting ahead of the new reporting regime won’t eliminate complexity, but it can limit exposure and give taxpayers a defensible record if questions arise.

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