DiscoverThe Weekly Wealth PodcastEp 238: Turning Taxes Into Real Estate: How to Invest in Historic Properties Using Your Federal Tax Liability
Ep 238: Turning Taxes Into Real Estate: How to Invest in Historic Properties Using Your Federal Tax Liability

Ep 238: Turning Taxes Into Real Estate: How to Invest in Historic Properties Using Your Federal Tax Liability

Update: 2025-10-17
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🏛️ Episode Overview

In this episode of The Weekly Wealth Podcast, host David Chudyk, CFP®, sits down with Gordon Short of GBX Group to explore an incredible — and legal — tax strategy that allows high-income earners to use their federal tax liability to invest in historic real estate.

If you’ve ever wondered whether your tax dollars could do something more — like restore America’s historic architecture and generate potential returns — this episode is for you.

🎥 Watch the full webinar (with slides and visuals):


👉 https://youtu.be/jvJedhcmAxs?si=p9Eq-Rqwe1cPjysY


💡 What You’ll Learn



  • The History Behind Historic Preservation Incentives:

  • How the destruction of New York’s Penn Station inspired the 1976 creation of federal programs to preserve historic architecture.



  • The Federal Historic Preservation Easement Program:

  • What it is, how it works, and how it’s administered jointly by the IRS and National Park Service under Internal Revenue Code §170(h).



  • GBX Group’s Unique Approach:

  • How GBX identifies, acquires, and rehabilitates historic buildings using investor funds — helping to save American landmarks while offering tax-efficient opportunities.



  • Tax Strategy Deep Dive:




  • How investing in GBX can yield a $2.45 charitable deduction for every $1 invested



  • Why this strategy is typically suited for high earners in the 37% tax bracket



  • The 50% AGI limitation and how it impacts eligibility



  • Real-world examples showing federal and South Carolina tax savings





  • Economic and Community Impact:

  • See how restored buildings like the Municipal Light Plant in Columbus, OH and the YWCA in Nashville, TN have revitalized downtown areas and created jobs.



  • Returns and Real Estate Benefits:

  • How investors can receive both tax deductions and real-estate-based distributions, typically with a five-year hold period and targeted returns.



🧮 Real-World Example

A taxpayer expecting to owe $100,000 in federal taxes can instead invest that amount with GBX Group.




  • That $100,000 can generate a $245,000 charitable deduction



  • Producing an immediate tax benefit of ~$90,650 (at the 37% bracket)



  • Plus, potential cash distributions and long-term returns from the underlying real estate



For qualifying investors in states like South Carolina, the state tax deduction adds even more value.


🏗️ Why It Matters

This episode demonstrates how strategic, congressionally sanctioned tax planning can redirect tax dollars toward socially responsible projects — all while aligning with financial goals and preserving America’s historic landmarks.


👤 About the Guest

Gordon Short is with GBX Group, headquartered in Cleveland, Ohio. A former tax accountant, Gordon has spent over a decade helping investors participate in the rehabilitation of historic structures through federally approved programs.


🧭 Connect With David

Learn more about building wealth and tax-efficient strategies:


🌐 www.weeklywealthpodcast.com


💬 Schedule your free 10-minute Wealth Vision Call: weeklywealthpodcast.com/vision

⚠️ Disclaimer

Investment advice offered through Parallel Financial, an SEC-registered investment advisor, able to conduct advisory business in states where it is registered, exempt, or excluded from registration. The contents herein are for informational purposes only and should not be construed as an offer or solicitation for investment advice or the purchase or sale of any security, insurance, or investment product.

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Ep 238: Turning Taxes Into Real Estate: How to Invest in Historic Properties Using Your Federal Tax Liability

Ep 238: Turning Taxes Into Real Estate: How to Invest in Historic Properties Using Your Federal Tax Liability