Real Estate AI Flash
Real Estate AI Flash
Rajeev Sajja
EP 133: How to Embrace AI Without Losing Your Humanity
38 minutes Posted Jul 29, 2026 at 10:00 am.
0:00
38:23
Download MP3
Show notes

In this episode, I sit down with Tom Flanagan, Chief Digital Information Officer at RE/MAX Holdings, to explore how real estate professionals can embrace AI while preserving the relationships that have always been at the heart of the business. Drawing on his experience leading technology, data, and AI strategy for one of the world's largest real estate organizations, Tom shares practical insights into AI adoption, trust, workflow automation, and the growing role of citizen developers.

We discuss why AI should be viewed as a tool that amplifies human expertise rather than replacing it, how brokerages can build a culture of responsible innovation, and why automation should free agents to spend more time serving clients. Tom also shares his perspective on the future of AI-powered search, consumer trust, and the importance of combining technology with authentic human connection.

Whether you're an agent, broker, or technology leader, this episode offers practical advice for embracing AI responsibly while building a business that's more productive, more innovative, and ultimately more human.

Resources Mentioned: 

Books - Where Good Ideas Come From by Steven Johnson - https://a.co/d/06a0SgOp 

Podcast - Deep Questions hosted by Cal Newport

Guest: Tom Flanagan

LinkedIn: https://www.linkedin.com/in/tflan/ 

IG: https://www.instagram.com/tflan

 

Host: Rajeev Sajja

Website: http://www.realestateaiflash.com

Facebook: https://www.facebook.com/rsajja

Instagram: http://www.instagram.com/rajeev_sajja

LinkedIn: http://www.linkedIn.com/in/rsajja

 

Rajeev's Resources: 

Join our Instagram Real Estate AI Insiders Channel - https://ig.me/j/AbZCJG37DqBPPtxi/

Get 14 days Wispro Flow Pro Free Trial - https://ref.wisprflow.ai/rajeev-sajja 

Subscribe to our weekly AI Newsletter: https://realestateai-flash.beehiiv.com/subscribe