In this episode, Erwin Szeto sits down with former corporate CFO turned personal wealth strategist, Winnie Tsang, to unpack why so many Canadian real estate investors feel stuck—and what smarter, more resilient wealth planning actually looks like today. They dive into landlord challenges, diversification beyond property, leveraging the stock market, corporate‑owned life insurance, and how families can build long‑term financial security without sacrificing time, health, or peace of mind.

Thinking about investing in U.S. real estate as a Canadian? In this episode, Scott Dillingham shares the real truth about cross-border real estate investing — from mortgages and financing challenges to tariffs, hidden costs, and lifestyle impacts. A must-listen for Canadian investors exploring the U.S. market.

Mike Rosehart shares his real estate journey from buying his first student rental while in university to scaling hundreds of units across residential, hotels, and motels in Canada. We talk house hacking, leverage, market timing, selling at the peak, and why hotels and motel conversions offer massive opportunities today. A raw, numbers-driven conversation on what actually works in real estate investing.

Listeners can connect with Mike at: 🔗Instagram - https://www.instagram.com/mikerosehart/