Thorgood Tax Talk

Thorgood Tax Talk

Welcome to Thorgood Tax Talk, where we break down IRS issues, tax enforcement, and real-world defense strategies for businesses and individuals.

Episodes

October 24, 2025 18 mins
Episode Summary

In this episode of Thorgood Tax Talk, Shamsey Oloko explains what happens when taxpayers face overwhelming IRS debt they cannot afford to pay. He breaks down the collection actions the IRS may take, such as liens, levies, and wage garnishments, and discusses the relief programs available to struggling taxpayers. Shamsey highlights installment plans, the Offer in Compromise program, and how the IRS evaluates a taxpay...

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Episode Summary

In this episode of Thorgood Tax Talk, Shamsey Oloko explains the critical differences between civil audits and criminal tax investigations, outlining the risks taxpayers face when matters escalate into criminal territory. He details common triggers for IRS criminal investigations, red flags during audits, and how early legal strategy can influence the outcome. Shamsey provides practical advice for individuals under ...

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Episode Summary

In this episode of Thorgood Tax Talk, tax defense attorney Shamsey Oloko explores the critical topic of sales tax audits, a significant concern for small business owners. The discussion covers the differences between sales tax and income tax audits, the types of businesses most at risk, common mistakes like commingling funds, and the severe consequences of non-compliance, including penalties and criminal charges. Li...

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Episode Summary

In this episode of Thorgood Tax Talk, tax defense attorney Shamsey Oloko addresses the most common tax mistakes that can lead to serious IRS consequences. The discussion covers underreporting income, overstating deductions, commingling personal and business funds, and relying too heavily on tax preparers. With real-world examples, such as a taxpayer hiding income through check-cashing schemes, the episode highlights...

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In this insightful episode of Thorgood Tax Talk, attorney Shamsey Oloko breaks down the different types of IRS audits, the triggers that prompt them, and what taxpayers should know to avoid costly mistakes. Shamsey shares real-world examples, including high-stakes enforcement actions, and explains the importance of having the right professional support when facing an audit. Whether you’re a business owner, gig worker, or just tryin...

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Episode Summary:

In this premiere episode of Thorgood Tax Talk, attorney Shamsey Oloko, founder of the Thorgood Law Firm in New York and a former Wall Street professional turned tax defense attorney, Shamsey shares his journey into tax law, demystifies what tax lawyers really do, and explains why taxpayers facing IRS audits, enforcement actions, or criminal investigations need legal defense rooted in expertise. From peace of mind t...

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