Breakthrough Real Estate Investing Podcast

Rob Break & Quentin DSouza

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.

  1. JAN 15

    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. greg@propvestiq.com www.propvestiq.com www.greg-hall.ca greg.hall@rbc.com   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.

    57 min
  2. 12/15/2025

    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

    43 min
  3. 11/15/2025

    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

    53 min
  4. 10/24/2025

    Episode #235 - The 'Be a Pro' Mindset with Adam Finch

    Here's What You'll Learn in Our Interview with Adam...   How to plan and execute efficient renovation projects — and avoid common mistakes. Why early planning and building a strong power team are essential for successful renovations and real estate investing. How AI tools like ChatGPT are being used in construction—from sketching layouts and on-site procedures to navigating building codes and creating organized project flow. Smart financial strategies for investors—such as maximizing discounts, managing credit and payments, and planning ahead for refinancing. What the “Be A Pro Network” is and how collaborative communities are shaping the future of construction and real estate.   Adam Finch is a licensed carpenter, construction manager and real estate investor with over 20 years of experience in residential, commercial, and high-rise development. A former owner of his own renovation company, he now assists in planning and coordinating multimillion-dollar projects across Ontario as a construction scheduling manager at Melloul-Blamey Construction out of Waterloo Ontario. Known for his expertise in workflow efficiency and automation, Adam is helping teams modernize their systems and improve communication between field and office with technology and the emerging world of AI. A passionate speaker, podcaster and father, he shares insights on construction innovation, real estate investing, and leadership—helping others work smarter, build better, and lead with a “Be A Pro” mindset.   https://linktr.ee/theadamfinch   Join the Be A Pro Network here: https://stan.store/Theadamfinch

    51 min
  5. 08/15/2025

    Episode #233 - Building the Missing Middle with Dave Knight

    Here’s What You’ll Learn in our Interview with Dave: How Ontario’s “missing middle” housing market is creating new opportunities for investors. Key strategies to maximize property potential through lot severances and favorable development loopholes. How to navigate financing challenges, interest rate fluctuations, and MLI Select benefits. Practical tips for raising capital, staying compliant with securities laws, and managing projects effectively. The Missing Middle Conference and how you can be part of it. And much much more...   Dave Knight is a seasoned real estate investor, developer, and community leader with extensive experience across Canada and the U.S. He is a partner at SDG Canada, where he leads capital strategy and investor relations for purpose-driven infill and missing middle housing projects that prioritize both impact and scalability. With 15 years as an active-duty police officer, Dave brings a rare combination of deeply rooted integrity, trust-based leadership, and real-world problem-solving to the development space. He is also the founder of the First Responders Wealth Network, a national platform and podcast that empowers first responders throughout Canada and the US towards financial literacy and real estate investing across multiple asset classes. As co-founder of the Missing Middle Conference, Dave is focused on convening the most insightful and action-oriented voices in housing—from developers and planners to institutional leaders and policymakers. His mission is to get the right people in the room, spark meaningful conversations, and push the dialogue forward on how we can build housing better, faster, and more responsibly.   @daveknighter on Instagram     Missing Middle Conference 2025 Toronto Fairmont Royal York September 12th www.TheMMC.ca Missing Middle Development Community - WhatsApp Group chat https://chat.whatsapp.com/ECz3fd5RFTqJmCYcjIUEBa?mode=ac_t

    1h 3m
  6. 08/04/2025

    Episode #232 - Landlords vs. a Broken System with Kayla Andrade

    Here's what you will learn in our interview with Kayla...   The realities of Ontario’s rental housing crisis and landlord challenges. How the broken landlord-tenant board system impacts property owners and how to fight back Effective strategies for screening tenants and reducing risks. The effects of government policies and municipal rental licensing on landlords. and much much more...       Kayla Andrade is a dedicated advocate, landlord consultant, and ambassador for Landlord Credit Bureau and FrontLobby. With a focus on tangible results, she has successfully guided local and provincial landlords through various issues and policies, gaining recognition for her motivation and advocacy skills. She is the founder of Ontario Landlords Watch, a grassroots advocacy organization that supports landlords, tenants, and taxpayers by addressing challenges and legislation in the rental housing market. Kayla began her journey as a landlord at 18 and has since expanded her portfolio to include multiple properties. Her ultimate goal is to empower Private Sector Housing Advocates in every city to create fair and balanced regulations for the benefit of all.       Ontario Landlords Watch (OLW): Our advocacy platform, Facebook group, YouTube channel, and live webinars.https://www.facebook.com/share/g/1CNg8ojkXc/?mibextid=wwXIfr Public page : https://www.facebook.com/share/19XGivZ2Ku/?mibextid=wwXIfr LinkedIn: https://www.linkedin.com/company/ontario-landlords-watch/ Kayla Unfiltered: The Housing Call-In Show – a monthly space for landlords and tenants to share their stories anonymously and get support.https://twitter.com/i/spaces/1yNGaLYjajQKj Kayla Strategies & Consulting: I offer one-on-one consulting for housing providers, realtors, investors, and property managers needing help with LTB issues, tenant screening, strategic planning, and compliance.https://calendly.com/kayla-consulting-call/30min FrontLobby - A platform I advocate for that allows landlords to report rent payments directly to Equifax and the Landlord Credit Bureau without tenant consent.https://frontlobby.com/Rent Reporting Services for Landlords Canada | FrontLobby

    1h 6m
4.5
out of 5
6 Ratings

About

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.

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