The PPW Podcast
The PPW Podcast
Online Marketplaces Group
The Real Estate Marketplace Threat Landscape: With Toby Chapman, Partner & OC&C Strategy Consultants
44 minutes Posted Jun 9, 2026 at 3:45 am.
Intro01:03 Has the AI truck hit? Investor markets vs operating performance04:49 Undervalued today, or overvalued in the past?07:54 OC&C research: where does the industry think the risk is coming from?12:12 Integrate with the AI labs (Chat GPT etc.) or stay out like CoStar & Airbnb?17:18 Why aren't portals shaping the AI narrative themselves?21:01 Simon's pushback: are we having the wrong conversation entirely?25:18 Will OpenAI build a vertical property portal? (Spoiler: probably not)29:00 The whole property buying journey — portals' real battleground31:01 Lead attribution, the trust dilemma & whose side is the portal on?38:00 The generational shift — are portals built for the wrong audience?42:29 Toby's counter: leaders double down, opportunity beyond search & discovery44:15 Wrap-up — reconvene this time next yearGuest: Toby Chapman, Partner at OC&C Strategy Consultants — https://www.linkedin.com/in/toby-chapman-8a559a15/Presented by:Edmund Keith — https://www.linkedin.com/in/edmund-keith/- Simon Baker — https://www.linkedin.com/in/stbaker/
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Show notes
Toby Chapman from OC&C Strategy returns to the PPW Pod for a follow-up on last year's debate around AI and real estate marketplaces. A year on from his "AI truck" prediction, Ed, Simon and Toby unpack why share prices are down 30-50%, whether portals are undervalued or were overvalued, and where the real existential risks actually lie.Chapters:00:00 Intro01:03 Has the AI truck hit? Investor markets vs operating performance04:49 Undervalued today, or overvalued in the past?07:54 OC&C research: where does the industry think the risk is coming from?12:12 Integrate with the AI labs (Chat GPT etc.) or stay out like CoStar & Airbnb?17:18 Why aren't portals shaping the AI narrative themselves?21:01 Simon's pushback: are we having the wrong conversation entirely?25:18 Will OpenAI build a vertical property portal? (Spoiler: probably not)29:00 The whole property buying journey — portals' real battleground31:01 Lead attribution, the trust dilemma & whose side is the portal on?38:00 The generational shift — are portals built for the wrong audience?42:29 Toby's counter: leaders double down, opportunity beyond search & discovery44:15 Wrap-up — reconvene this time next yearGuest: Toby Chapman, Partner at OC&C Strategy Consultants — https://www.linkedin.com/in/toby-chapman-8a559a15/Presented by:- Edmund Keith — https://www.linkedin.com/in/edmund-keith/- Simon Baker — https://www.linkedin.com/in/stbaker/