Episode 178 - Andrew Wild

Zillow, Lofty & the AI Race in Real Estate

Start listening

What do you get when you combine 15 years at Zillow, a stop at Tom Ferry, and leadership roles across PropTech?

You get Andrew Wild, one of the most experienced insiders in the real estate space.


In this episode, James Dwiggins and Keith Robinson talk with Andrew about:

  • What it was like scaling Zillow from employee #60 to 6,000+
  • The evolution of portals (and why Homes.com has a big hill to climb)
  • How Lofty is reimagining CRMs with AI-powered outcomes
  • Why consumer-first thinking is still rare in this industry
  • What brokers must do to survive margin compression and tech disruption

You’ll also hear:

  • Why chat-based search is the future
  • How Zillow built their super app (and who’s playing catch-up)
  • The agent adoption problem with AI
  • Why most agents still suck at follow-up (and how to fix it)
  • The long-term impact of consolidation, lawsuits & brand erosion

Whether you’re a team leader, broker-owner, or just obsessed with the real estate tech wars, this is one you can’t miss.

Links mentioned during the episode:

Connect with Andrew on LinkedIn.

Learn more about Lofty on LinkedInYouTubeFacebookInstagramTikTok or online at lofty.com.

Subscribe to Real Estate Insiders Unfiltered on YouTube!

To learn more about becoming a sponsor of the show send us an email: jessica@inman.com

You asked for it. We delivered. Check out our new merch!

Follow Real Estate Insiders Unfiltered Podcast on Instagram – YouTube – Facebook – TikTok.

This podcast is produced by Two Brothers Creative.