Some sellers think their home’s value can never go down. Others learn the hard way that the market doesn’t care about what they want—only what buyers are willing to pay. So, when a seller turns down a great offer, convinced they’ll get more later, what happens when reality hits?
In this episode of The Last Honest Realtor, host David Fleming shares two gripping real estate stories that highlight the thin line between confidence and catastrophe. One seller swallows their pride and walks away with a win. The other refuses to budge—and pays the price. This is real estate psychology at its most brutal.
In This Episode:
Timestamps:
00:00 – Introduction: What happens when sellers refuse to face reality?
03:45 – The casino analogy: The psychology of real estate risk.
08:30 – The West Toronto story: When waiting costs more than selling.
15:20 – The Newmarket disaster: A masterclass in self-sabotage.
22:10 – How hubris turns small losses into massive ones.
28:30 – Why price history doesn’t matter when selling.
34:15 – Lessons from the stock market: Would you refuse to sell at $160 if you bought at $100?
40:00 – Final thoughts: When to accept reality and move on.
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