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Episode Description
Earlier this year, the U.S. Tax Court threw out a $665,000 charitable deduction.
The donors had an appraisal, the required IRS form, and a signed letter documenting the donation.
And yet the court denied the entire deduction… because of ONE missing sentence.
And that same requirement can apply when you write a check to your church, give from your IRA, or buy tickets to a charity gala.
In this episode, I walk through what went wrong and what it can teach the rest of us.
Here’s what you’ll learn:
- Why a canceled check alone may not be enough to back up your deduction
- How QCDs, appreciated stock, and new 2026 rules can change the tax outcome of the same donation
- The 4 questions I’d ask before making your next charitable gift
The charity gets your gift either way. The question is whether you get the tax benefit, too.
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Disclaimer
This podcast is for informational and entertainment purposes only, and should not be relied upon as a basis for investment decisions. This podcast is not engaged in rendering legal, financial, or other professional services.




