Stay Wealthy Retirement Podcast

Why Your Charitable Deduction Can Disappear (Even With a Receipt)

September 24, 2026·23 min
Episode Description from the Publisher

📥 Grab Your Free Charitable Giving Planning Resources:  Charitable giving can be simple, but the tax and planning decisions behind it often are not. Get four practical resources to help you make more informed giving decisions: A QCD guide, a donor-advised fund guide, a breakdown of which assets may be best to give, and an overview of the charitable-giving vehicles available when your planning gets more complex. → Download All 4 Resources Here *** 🎙️ 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. *** 📆 Book a Call With Our Team: Your retirement involves complex, interconnected decisions—taxes, income, healthcare, estate planning, investments.  See how they fit together in one coordinated strategy built around your numbers. 👉 Learn More and Book a Call Here *** Episode Resources: →  Grab the Episode Show Notes →  Get Your FREE Tax-Smart Retirement Toolkit →  Learn About the Total Retirement System™

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