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March 24.2026
2 Minutes Read

Navigating the 1099-DA Reporting Challenges: What You Need to Know

1099-DA form sections highlighting reporting challenges.

Understanding the 1099-DA Reporting Challenges

For many CPAs and their clients, the new requirements surrounding the 1099-DA form are proving to be more troublesome than beneficial, especially as the 2025 tax season progresses. The creation of the 1099-DA, mandated by the bipartisan Infrastructure Investment and Jobs Act, aimed to enhance transparency in the digital asset space by requiring brokers to report gross proceeds from transactions. However, the reality is that reporting gross rather than net proceeds leaves considerable gaps, forcing both clients and accountants to navigate a complex maze of tax liabilities.

The Cost Basis Conundrum

The core issue many tax professionals now face revolves around cost basis, the amount an investor spent to acquire an asset, which they must report to determine capital gains or losses. Since brokers are currently only required to report gross proceeds, this critical piece of data is often missing. As a result, tax preparers are left reconciling these figures, a task that Patrick Camuso, a leading digital asset tax specialist, notes can elevate the risk of errors and result in increased liability for preparers.

Client Education Is Key

Given this complexity, the educational role of CPAs has never been more vital. Tax professionals must proactively educate their clients on the significance of maintaining thorough records, as Sean Stein Smith highlights the challenge faced by clients who have moved digital assets across different wallets over the years. Ensuring that clients understand how to manage their records effectively will mitigate the risks of mismatches and potential IRS audit notices.

Potential Mismatches with Broker Reporting

The first wave of Form 1099-DA filings for the 2025 tax season means that many taxpayers will receive forms reflecting potentially incomplete transaction histories. For example, discrepancies can arise when digital assets are traded across multiple platforms, leading to mismatches between the broker-reported figures and the client's financial records. Tax preparers are urged to incorporate robust reconciliation practices to cross-reference 1099-DA forms with clients' comprehensive transaction histories.

Looking Ahead: The Future of Digital Asset Reporting

As the IRS ramps up its efforts to close the tax gap associated with digital assets, taxpayer compliance will become even more crucial. By 2026, brokers will begin reporting cost basis information, offering a more complete picture of gains and losses. However, until that time, preparers and clients must remain vigilant in their documentation practices. The proactive tracking of transactions across exchanges will form the backbone of accurate reporting as the regulatory landscape continues to evolve.

Conclusion: Preparing for the Transition

For CPAs and their clients, the rollout of the 1099-DA will necessitate a shift in how digital assets are reported and tracked. By understanding the requirements of these forms and the potential pitfalls in the reporting process, taxpayers can approach their tax obligations with increased confidence. Emphasizing education and proactive record-keeping will be essential in navigating the complexities of digital asset taxation in the upcoming year.

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