HeyJaredThe Clinton Donnelly Show
Welcome to The Clinton Donnelly Show, where Clinton shares real world strategies, time tested tactics, and expert discussions with influencers about cryptos, taxes, audits, and the regulatory framework that’s evolving around cryptos.
- Indexed episodes, last 90 days
- 12
- Latest publication
- Sep 15, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 7, 2026
Latest episodes
Is Form 1099-DA Helping Crypto Taxpayers? (opens the original)
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Form 1099-DA provides transaction information to the IRS. How useful is it for taxpayers and their preparers? Clinton Donnelly of CryptoTaxAudit discusses customer experiences with the forms for the 2025 tax year, including document length, first-year cost-basis reporting, different exchange formats and Form 8949 boxes. He also considers crypto income reporting estimates, questions around study methodology and a hypothetical scenario involving filing errors and audits. He closes with his views o
Fewer IRS Staff. Does That Mean Fewer Crypto Audits? (opens the original)
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Could fewer IRS employees mean fewer crypto audits? Clinton Donnelly, founder and CEO of CryptoTaxAudit, discusses IRS staffing changes, automation, and what they could mean for cryptocurrency investors. This episode covers workforce reductions, planned customer service hiring, AI-assisted systems, and audit selection. Clinton also discusses CP2000 and CP2501 notices and shares CryptoTaxAudit’s approach to tax return preparation and its reported client audit outcomes. Client results and comparis
14,000 IRS Employees Retained Access to Sensitive Systems (opens the original)
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TIGTA found that more than 14,000 IRS employees on administrative leave retained access to one or more sensitive systems. Clinton Donnelly explains what this potential security risk could mean for crypto holders, including what 1099-DA and exchange data may reveal, why private-wallet balances are not automatically visible to the IRS, and how a virtual mailbox may help protect your home address. The report did not establish that a material breach occurred or that the retained access was misused.
Missing Crypto Records? How to Prove Your Cost Basis to the IRS (opens the original)
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Missing crypto transaction records can make it difficult to calculate and support your cost basis accurately. When exchange data is incomplete or no longer available, crypto tax software may calculate gains using incomplete information. In this episode, Clinton Donnelly explains ways missing crypto records may be reconstructed using supporting evidence such as trade confirmation emails. He also shares a client case involving Bitcoin transferred from a closed exchange to Coinbase. Although the or
California’s Billionaire Tax, Wealth Flight, and the Residency Trap (opens the original)
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California’s proposed billionaire wealth tax could impose a one-time tax of up to 5% on covered wealth above $1 billion. In this episode, Clinton Donnelly breaks down what that could mean in practice, including the potential need to liquidate investments, the additional tax consequences that can follow, and why some wealthy residents may decide to leave California altogether. Clinton also looks at the longer-term impact of wealth leaving the state, how California determines tax residency, and wh
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