TAX COURT ROUNDUP - September 2023 - Think Outside the Tax Box

Loopholes

This roundup will spend a lot more space than usual on one story, because it’s the biggest of the year in Tax Court so far...

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Think Outside the Tax Box provides tax reduction strategies along with practical implementation advice in order to reduce your clients’ federal tax bill with ease.

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CURRENT EDITION

Lessons Learned from the Tax Court: An Olive Branch in Tax Court

Matt Metras, EA

“Everything is deductible until the audit” is an adage frequently repeated in the tax preparation industry. Generally, it’s mentioned tongue-in-cheek, but today’s taxpayer (and her tax pro boyfriend) may have taken it a bit too literally. Additionally, cutting corners may seem like a time-saving strategy in the moment, but the potential to backfire can’t be ignored. In this case, the taxpayer is about to learn things the hard way.

Two Tax Systems: The Fundamental Divide That Shapes Every Client Strategy

Kim Larsen

As tax professionals, we must recognize a profound truth that most Americans never fully grasp: The United States doesn’t have a single tax system, it has two fundamentally different systems operating in parallel. Understanding this dichotomy is perhaps the most important insight you can share with your clients, as it forms the foundation for virtually every advanced tax strategy.

When Your Client’s Business Fails: Easing the Tax Pain

Joshua Youngblood, EA, CTRS, CRETS, NTPI Fellow

The Internal Revenue Code provides several meaningful tools to ease the tax pain when a business fails. The problem is that many of these provisions require advance planning, timely action, or both. If you’re not looking for them, you’ll miss them, and your client will pay for it. In this article, we’ll look at net operating losses, Section 1244, worthless stock and bad debts, the hobby loss rules, cancellation of debt, and key opportunities to look back at prior years.

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CURRENT EDITION

Lessons Learned from the Tax Court: An Olive Branch in Tax Court

Two Tax Systems: The Fundamental Divide That Shapes Every Client Strategy

When Your Client’s Business Fails: Easing the Tax Pain

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