AI can deliver quick answers, but when it comes to 1031 exchanges, it doesn’t know the right questions to ask — and that can cost you big. 

In this episode, Dave and Tom break down why relying solely on AI can lead to missed opportunities, unnecessary risk, and even failed transactions. They share real-world stories, discuss the nuances of reverse and improvement exchanges, and explain why experience, strategy, and human judgment still matter. Whether you’re an investor, broker, or just curious about AI’s role in real estate, this episode will help you avoid costly mistakes and make smarter decisions.

01:00 AI’s Role in Real Estate
02:00 The Big Issue: Not Knowing the Right Questions to Ask
04:30 AI Can’t Review Your Sales Agreement  
07:30 Safe Harbor vs. Non-Safe Harbor Exchanges  
08:30 Why Cheap Isn’t Always Better  
11:20 Referral Fees, Conflicts of Interest, and Client Trust  
15:00 $100M Deal Example: Security & Risk Management  
28:00 Basis, Depreciation, and Why AI Can’t Calculate It  
46:30 Final Thoughts: AI’s Place & Human Expertise

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