# The IRS Commissioner Problem: Anthony Parent on Tax Court, 1099-DA Chaos, and AI

Page: https://stenobird.com/podcast/the-clinton-donnelly-show-6263052/the-irs-commissioner-problem-anthony-parent-on-tax-court-1099-da-chaos-and-ai
Text version: https://stenobird.com/podcast/the-clinton-donnelly-show-6263052/the-irs-commissioner-problem-anthony-parent-on-tax-court-1099-da-chaos-and-ai.md
Podcast: [The Clinton Donnelly Show](https://stenobird.com/podcast/the-clinton-donnelly-show-6263052)
Published: 2026-05-05T08:37:00+00:00
Episode link: https://podcasters.spotify.com/pod/show/theclintondonnellyshow/episodes/The-IRS-Commissioner-Problem-Anthony-Parent-on-Tax-Court--1099-DA-Chaos--and-AI-e3iqn32
Audio file: https://anchor.fm/s/da3ddc60/podcast/play/119413282/https%3A%2F%2Fd3ctxlq1ktw2nl.cloudfront.net%2Fstaging%2F2026-4-3%2F423371609-44100-2-9dccaf9927955.mp3
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JSON: https://stenobird.com/v1/public/podcasts/the-clinton-donnelly-show-6263052/episodes/the-irs-commissioner-problem-anthony-parent-on-tax-court-1099-da-chaos-and-ai
Duration seconds: 2036

## Resource

Is the IRS operating without a real Commissioner, and could that create problems for Tax Court cases, IRS appeals, and crypto tax enforcement? In this episode, Clinton Donnelly speaks with Anthony Parent of IRSMedic about the IRS Commissioner problem, Tax Court authority, IRS delegation orders, and what may happen when enforcement continues without clear leadership at the top. Anthony explains why he filed a motion to vacate in U.S. Tax Court, why he believes the absence of a Commissioner of Internal Revenue may create structural problems, and how this could affect certain IRS collection and Tax Court matters. The conversation also covers Form 1099-DA and the crypto tax reporting problems expected in 2026. Clinton and Anthony explain why 1099-DA may confuse taxpayers, why gross proceeds do not equal taxable income, and why missing cost basis could trigger IRS mismatch issues or CP2000-style notices. They also discuss AI in tax law, why tools like TaxGPT can produce confident but wrong answers, and why tax professionals who use AI lazily may create serious problems for their clients. Anthony Parent is the founder of IRSMedic and helps taxpayers with complex IRS, offshore disclosure, international tax, and tax controversy matters. Follow Anthony Parent and IRSMedic: Website: https://irsmedic.com/ YouTube: https://www.youtube.com/@irsmedic X / Twitter: https://x.com/IRS_MEDIC Need help with crypto tax reporting, Form 1099-DA, IRS letters, or audit risk? Book a crypto tax consultation: https://www.cryptotaxaudit.com/crypto-tax-consultation Get 1099-DA and crypto tax help: https://www.cryptotaxaudit.com/tax-crypto-pricing Learn more about TaxShield IRS monitoring: https://www.cryptotaxaudit.com/taxshield Disclaimer: This episode is for educational and informational purposes…

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