Breakthrough Real Estate Investing Podcast
Breakthrough Real Estate Investing Podcast

Breakthrough Real Estate Investing Podcast

Rob Break & Quentin DSouza

Overview
Episodes

Details

We put this show on to inspire you and help you breakthrough to the life that you want to live through the power of real estate investing.

Recent Episodes


                    Episode #238: Smart Property Valuations With Greg Hall
JAN 15, 2026
Episode #238: Smart Property Valuations With Greg Hall
Here’s What You’ll Learn in This Episode with Greg: • How Greg’s career began in the 1980s, from the video business to finance and real estate, and the key lessons learned from decades of market cycles. • The story behind a major real estate venture in Toronto’s Annex, and what long-term investors can learn from high-value urban properties. • Why Greg stepped back into finance due to health challenges, and how perseverance helped him return to real estate investing in 2024 with renewed focus. • The importance of planning, patience, and adaptability when navigating ups and downs in real estate and business. • An introduction to Prop Vest IQ, Greg’s new property valuation and management tool designed to help investors analyze deals and make smarter decisions. • How Greg is offering Prop Vest IQ free to viewers in exchange for feedback, and why real-world user input is shaping the platform’s future. • Personal stories, industry insights, and a look ahead at upcoming real estate projects and investment opportunities. [email protected] www.propvestiq.com www.greg-hall.ca [email protected]   Greg’s career in finance and real estate has unfolded over several decades, shaped by experience rather than a straight line. He began in finance in the early 1980s, moved into entrepreneurship in 1985, and purchased his first rental property in the late 1980s—only to sell it at a loss during the 1989 crash. In the early 2000s, he converted a single-family home in Toronto’s Annex into a multi-unit and sold it at a profit. In 2009, a severe hip injury led to multiple surgeries and years of recovery. During that period, he requalified in finance and joined RBC Dominion Securities in 2013, where he remains today. Greg was finally able to re-enter real estate in 2024 and 2025, purchasing a duplex in Oshawa and converting two Brantford single-family homes into a duplex and a triplex. Now in his mid-60s, he is back on track—grounded by hard-earned experience and perspective.
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57 MIN

                    Episode #237 - Condo Flips, Deal Analysis, and Scaling Up
DEC 15, 2025
Episode #237 - Condo Flips, Deal Analysis, and Scaling Up
Here’s What You’ll Learn in our interview with Jordan Walczak: • How Jordan got started in real estate at just 19 years old, buying her first home and building momentum early as a young investor from Vancouver Island. • What it’s really like flipping condos in Calgary, including the advantages, challenges, and realities of working with condo boards and navigating special assessments. • Why reviewing condo documents carefully is critical, and how missing key details can turn a good-looking deal into a costly mistake. • The importance of detailed construction cost estimators and deal analyzers when flipping condos, and how they protect investors from thin or risky profit margins. • Common pitfalls of taking on projects with margins that are too small, and why discipline in deal analysis matters more than speed. ....and much much more.... Jordan Walczak is a Vancouver Island–born investor who bought her first home at just 19 years old and has been breaking barriers ever since. After moving to Calgary at 20, she founded Stirling Investments and built experience across flipping, BRRRRs, wholesaling, STRs, leasing, property management, and also holds her real estate license. Still under 30, Jordan has flipped 22 properties, including a notable 5-unit condo portfolio where she raised just shy of $2M. Her mission is to inspire young and female investors to pursue big goals. Instagram @jordwal website www.stirlinginvestments.ca
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42 MIN

                    Episode #236 - The Power of Taking Action with Bilgehan Erdem
NOV 15, 2025
Episode #236 - The Power of Taking Action with Bilgehan Erdem
Here's What You'll Learn in Our Interview with Bilgehan... How to efficiently manage real estate conversions—including tackling unexpected renovation challenges with practical, experience-based strategies.   Why detailed planning and strong project management are essential for keeping investments on track and minimizing costly surprises.   Creative financing and refinancing tactics that can help investors scale their portfolio and optimize long-term returns.   The importance of community, mentorship, and a collaborative team dynamic in accelerating growth and building confidence as an investor.   How maintaining your personal ‘why’ and prioritizing continuous learning can keep you focused, motivated, and successful in real estate investing.   And Much Much More!   Dr. M. Bilgehan Erdem is a machine learning expert, technical leader, and educator based in Toronto. He holds a PhD, MSc, and BSc in Industrial & Systems Engineering and has spent the last decade building and scaling AI-driven products, most notably as the CTO of Smart Nora, where he led the end-to-end development of a non-intrusive snore-prevention device used globally. Bilgehan specializes in applied machine learning, optimization, and product-focused engineering, with hands-on experience across hardware, firmware, mobile, and data science teams. He is also an adjunct professor at Toronto Metropolitan University, teaching data analytics, Python, database systems, and advanced statistical modeling. Beyond tech, he is an active real-estate investor involved in multi-family developments and student rentals across Ontario. Bilgehan is passionate about building practical AI solutions, mentoring students, and exploring new opportunities at the intersection of ML, smart devices, and real-world problem solving.   LinkedIn profile: https://ca.linkedin.com/in/bilgehanerdem
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53 MIN