Truth About Real Estate Investing - How I Went from Failures to 5 Duplexes, a Ski Chalet & Ground-Up Development

Join us for an inspiring and highly practical real estate investing journey with Brad, as he shares how he went from early missteps in 2003 and 2009 to building a portfolio that includes 5 duplexes, a luxury ski chalet in Mont Tremblant, and a commercial ground-up development project. In this episode, you’ll learn: ✅ How false starts can teach you valuable lessons in investing. ✅ The shift from single-family homes to more complex, higher-return strategies. ✅ Why location and scarcity are critical for long-term success. ✅ The math behind successful short-term rentals (and why most don’t work). ✅ How to navigate regulatory risk in vacation rentals. The three uncorrelated hard, scarce assets Brad recommends today. Whether you’re new to real estate or looking to level up to more sophisticated investment strategies, this episode will give you insights into market timing, deal underwriting, and portfolio diversification that can help you win in today’s challenging market. You can follow Brad’s weekly writing at biggerthings.substack.com 👇TIMESTAMPS: 00:00 – Intro 01:40 – Early real estate false starts (2003 & 2009) 05:55 – 2017 breakthrough: 5 duplexes in 15 months using vertical splits 08:25 – Pivot to short-term rentals and choosing Mont Tremblant 12:20 – Underwriting short-term rentals: what actually works 16:25 – Duplex vertical split strategy & why above-grade space matters 22:10 – Why 2017’s duplex conversion math no longer works today 27:34 – Mont Tremblant chalet deal: purchase, renos, and rental income 49:58 – Life and investing lessons Brad teaches his kids ____________________________________ This podcast episode is also available on: 👉On iTunes: https://itunes.apple.com/ca/podcast/truth-about-real-estate-investing…/id1100488294 👉On Spotify: https://open.spotify.com/show/6Z8yd37AQfQI5DK0J0Xwzz 👉Amazon Music: https://music.amazon.ca/podcasts/40fe627d-dec7-4f5d-b7e5-90a550fffe46/the-truth-about-real-estate-investing-for-canadians 👉Audible:https://www.audible.ca/podcast/The-Truth-About-Real-Estate-Investing-for-Canadians/B08JJS91WR _____________________________________ 👉 WATCH NEXT: ▶️An American Virtual Wholesaling From Canada: https://youtu.be/S8JGDlNMA0g ▶️Managing Six Figure AirBnbs in Canada & USA: https://youtu.be/eKYCQlF9hZk ▶️Navigating Legal Structures and Taxes: A How To for Canadians Investing in the U.S.: https://youtu.be/S2mOXOlLlnU ▶️From International Student to Stock Option Investment Coach and USA Apartments: https://youtu.be/l51IPiOVRPg ▶️How a Nurse Became a Millionaire & Top 1% Realtor: https://youtu.be/95XaZSoLy54 _____________________________________ 👉 WANT TO BUILD WEALTH WITH REAL ESTATE? If you’re interested in being a successful real estate investor like those who have been featured on this podcast and our hundreds of successful clients, please let us know. New investor or seasoned veteran investor, we can help anyone by providing our award-winning coaching services, and this isn’t all talk. Only work with the best is what my father always taught me. If you’re interested, drop us an email at [email protected]. I hope to meet you at one of our meetups soon. _____________________________________ 👉 SIGN UP TO FOR THE IWIN REAL ESTATE NEWSLETTER AND GET PODCAST EPISODES SENT TO YOUR INBOX: https://www.infinitywealth.ca/newsletter-yto _____________________________________ 👉CHECK OUT MY LATEST GUIDE ON THE BEST CITIES TO INVEST IN THE USA https://www.infinitywealth.ca/usreport-ig ____________________________________ 👉 FIND ME ON SOCIAL MEDIA: Facebook: https://www.facebook.com/erwin.szeto Instagram: https://www.instagram.com/erwinszeto/ _____________________________________ #truthaboutrealestateinvesting #RealEstateInvesting #canada #RealEstateCanada #erwinszeto #propertydevelopment #passiveincome #realestatetips #shorttermrentals #DuplexInvesting #MontTremblant #RealEstateStrategy #CashFlow #FinancialFreedom