In this powerhouse follow-up episode, Jaime McKenna, President at Fengate Real Estate, returns to the show to unpack the intersection of leadership, housing economics, and strategic foresight in times of uncertainty. She candidly reflects on navigating imposter syndrome, the true nature of financial literacy, and the real estate crisis threatening Canada’s future. From affordable housing and capital flow challenges to why boring businesses often win — this episode delivers practical, hard-earned wisdom for young professionals, seasoned investors, and business owners alike.
CHAPTERS:
00:00 - Introduction
01:21 - Imposter Syndrome
03:50 - Adapting to the Environment
06:49 - Courage to Take Action
09:41 - Current Economic Environment
11:28 - Future Predictions
17:37 - Impact on Children
21:47 - Financial Literacy
24:23 - Making Sacrifices
26:38 - Government Assistance
29:18 - Solving the Housing Crisis
34:28 - Condo Market Collapse
38:04 - Opportunities in Condo Market
43:00 - Investment Strategies for 5 Years
47:04 - Valuing Apartment Buildings
52:32 - Improving Cap Rates
56:40 - Tariffs Impact
59:00 - Decision Making in Uncertainty
01:01:35 - Benefits of Boring
01:04:22 - Productivity Tips
01:09:46 - Real Estate Insights
01:11:40 - Election Impact
01:13:20 - Outro
01:17:30 - Disclaimer
Notable Quotes:
“The goal isn’t to eliminate problems. The goal is to upgrade the quality of your problems.”
— Dwayne Kerrigan
“Every square of adversity is a part of the quilt of your life.”
— Jaime McKenna
Key Takeaways & Resources:
• Adaptability Over Strength: In today’s market, it’s not survival of the fittest — it’s survival of the most flexible.
• Even top executives question their path. Keep building, one block at a time.
• With capital tight and developers frozen, long-term thinkers can seize undervalued condo opportunities.
• Boring Wins: Apartments and industrial space may lack flash but may offer stability and strategic growth.
• Real Estate ≠ Quick Cash: Real value lies in patience, planning, and resisting shiny object syndrome.
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Website: www.dwaynekerrigan.com
Disclaimer The views, information, or opinions expressed by guests during The Dwayne Kerrigan Podcast are solely those of the individuals involved and do not necessarily represent those of Dwayne Kerrigan and his affiliates. Dwayne Kerrigan or The Dwayne Kerrigan Podcast is not responsible for and does not verify the accuracy of any of the information contained in the podcast series. The primary purpose of this podcast is to educate and inform. Listeners are advised to consult with a qualified professional or specialist before making any decisions based on the content of this podcast.
