The Millennial Psychology of Money (Canada Edition)

The Millennial Psychology of Money (Canada Edition)

In this episode, we unpack how economic timing shapes financial psychology.


The average first-time homebuyer in Ontario is now 40 years old. A decade ago, it was 34. In just ten years, the entry point into homeownership has shifted dramatically — and that shift changes how an entire generation thinks about money.


We explore what it means to come of age financially during the 2008 financial crisis. For many millennials, those early investing years weren’t marked by steady growth — they were marked by market lulls, uncertainty, and caution. Even though the stock market has historically returned strong long-term averages, your relationship with risk is shaped by what you experience when you first enter the system.


We compare that to Gen X’s volatility. Gen X lived through recessions and crashes too — but often after they were already positioned in careers, assets, or homeownership. Millennials, by contrast, hit economic instability right at launch.


We also talk about Canadian housing specifically — how Canada didn’t experience the same housing collapse in 2008 as the U.S., and instead saw continued price growth. That meant there was no “reset” moment for affordability. The ladder kept moving upward.


This episode isn’t about blaming a generation.

It’s about understanding how timing shapes confidence, caution, and decision-making.


Because money isn’t just math.

It’s memory.

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