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In this episode of The Truth About Real Estate Investing, Erwin Szeto sits down with best‑selling author and veteran investor Russell Westcott for an honest conversation about market cycles, hard lessons, and survival in Canadian real estate. Russell shares his personal journey through near‑bankruptcy, health scares, and tough portfolio decisions, along with why cash flow, fundamentals, and long‑term thinking matter more than hype. They discuss Alberta vs Ontario, development realities, policy challenges, and what investors should really focus on in today’s market.
🔗Connect with Russell:
Website: https://www.russellwestcott.com/
In this episode, Andy Tran breaks down what’s really happening in the Canadian real estate market in 2026 and explains why 4+1 and 6+1 properties have become the new investment sweet spot in Toronto. We discuss housing supply shortages, CMHC financing, missing‑middle housing, garden suites, and why smaller, repeatable projects are outperforming large‑scale developments. A must‑listen for investors looking to adapt and find opportunity in today’s market.
🔗Connect with AndyWebsite: suiteadditions.com YouTube: suiteadditions
In this episode, Erwin sits down with Anderson, a professional trader who went from driving DoorDash and trading on his phone to getting paid to trade stocks, options, and futures. Anderson shares his real journey—immigrating to Canada, funding his trading account through side hustles, and learning disciplined risk management over years of hard work. They also discuss buy‑and‑hold investing, options trading for everyday people, real estate investing in Barbados, and why buying back your time matters more than chasing hype returns.
🔗Connect with Anderson Email: [email protected] Include your name and phone number -- one-on-one coaching through The Trader Desk.
In this episode, Erwin talks with Glen Sutherland, a full-time Canadian investor actively scaling US real estate from Canada. They break down what’s working in 2026, why relying on appreciation is risky, and how experienced investors use systems, creative financing, and organization to scale remotely. A practical conversation for Canadians investing in US real estate who want real-world insight—not hype.
Rasna Arora built a $50 million real estate portfolio across 70 properties using private money, refinancing, and aggressive scaling. Then the market shifted — and everything unraveled.
In this raw and honest conversation, we unpack the realities of leverage, hard money loans, refinancing risk, and what happens when trusted advisors collapse. This episode goes beyond strategy and numbers — it dives into integrity, mental health, and the true cost of scaling too fast.
There’s no Lamborghini story here. Just the real truth about real estate investing in Canada — the wins, the warnings, and the lessons every investor needs to hear.
Adam Kitchener built a $14 million real estate portfolio — and then lost it after a CRA audit.
In this episode, he shares the hard lessons from scaling fast, navigating tax mistakes, surviving an audit battle, and rebuilding from scratch.
If you're a real estate investor, landlord, or entrepreneur in Canada, this is a cautionary story you can’t afford to miss.
Connect with Adam: https://renovationsolutions.ca/
Serena Holmes shares a powerful perspective on money, mindset, and real estate investing. In this episode, she breaks down why money isn’t evil, how scarcity thinking holds investors back, and the mindset shift required to build wealth with intention and impact. A must-listen for anyone serious about financial freedom
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/
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