
A growing number of U.S. cryptocurrency investors may not be complying with federal tax requirements, according to recent research and IRS officials. Academic research published earlier this year estimates that between 32% and 56% of American taxpayers holding digital assets report their transactions to the federal government. The IRS’s National Taxpayer Advocate indicated in a June report to Congress that this compliance gap likely reflects confusion and lack of guidance rather than intentional tax evasion by most taxpayers.
The IRS is gaining increased visibility into cryptocurrency activity through new reporting infrastructure. Starting with the 2025 tax year, digital asset brokers are now required to issue Form 1099-DA to investors, detailing gross proceeds from transactions. This requirement creates a system comparable to how traditional stock brokers report activity, potentially enabling the IRS to identify discrepancies between reported income and filed tax returns. According to tax experts, this enhanced visibility significantly increases the likelihood that the agency will pursue enforcement actions against investors with unreported or incorrectly reported crypto transactions.
Taxpayers face considerable technical challenges in calculating their crypto tax obligations, since the reporting infrastructure for digital assets lags behind that for traditional securities. Investors must determine critical information such as cost basis and holding periods to calculate capital gains taxes, yet many exchange platforms and crypto wallets do not systematically provide this data. The complexity increases substantially for investors engaging in multiple transactions across different platforms, as well as those participating in advanced trading strategies such as staking, mining, and decentralized finance lending.
Experts recommend that investors take immediate steps to track and organize their cryptocurrency transactions. This includes maintaining comprehensive records of all wallets, exchanges, transfers, and transaction details, as well as documenting the dollar values and timestamps of each transaction. Several specialized software platforms have emerged to help investors consolidate this information. Tax professionals emphasize that even imperfect record-keeping is preferable to neglecting documentation entirely, and they stress that most investors facing compliance challenges are not alone in struggling with crypto tax reporting obligations.
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