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June 5, 2025 32 mins

In this episode of The Relentless Growth Podcast, Jack Maher and Chase Calhoun dive into how they’re leveraging AI—especially tools like ChatGPT—to transform the way they work in real estate, property management, and business operations.

From reading 400+ page building code manuals in seconds, to automating email replies, creating listing descriptions, and even training team members with zero experience, Jack and Chase share real-world examples of how AI is saving them time, reducing mental load, and helping their businesses scale.

Whether you’re AI-curious or already deep into ChatGPT prompts, you’ll get practical ideas, funny stories, and a behind-the-scenes look at how this tech is being used right now by non-tech entrepreneurs.

What You’ll Learn:

  • The simple ways AI is improving day-to-day operations
  • How to use AI to train team members and handle maintenance requests
  • Real-world use cases in real estate, development, and admin tasks
  • The surprising accuracy of AI-generated bios and listing descriptions
  • What to watch out for when copy-pasting from ChatGPT


Subscribe and follow for more insights on real estate, growth, and technology from two operators in the trenches.

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