February 24, 2026

Ep. 65 – Why Do People Love to Hate Toronto Real Estate?

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In this episode, David dives deep into the anger, fear, and frustration that many people feel toward Toronto’s real estate market. He explores why some are obsessed with real estate, why others love to hate it, and how social media amplifies the pressure to own and glorifies real estate as a sport in our city.

David also examines generational differences in opportunity, the herd mentality around buying and selling, and why navigating the Toronto market today is a high-stakes decision.

In This Episode:

  • 05:28 – Hard Decisions for Young Buyers
  • 08:02 – Generational Expectations & Government Influence
  • 10:11 – Social Media Pressure & Peer Comparison
  • 17:47 – The Herd Mentality
  • 29:37 – Schadenfreude in the Real Estate ‘Sport’

Whether you’re a first-time buyer, a curious investor, or just trying to understand the city’s housing obsession, this episode gives an honest perspective on what’s really going on in Toronto real estate.