Breakthrough Real Estate Investing Podcast Podcast Por Rob Break & Quentin DSouza arte de portada

Breakthrough Real Estate Investing Podcast

Breakthrough Real Estate Investing Podcast

De: Rob Break & Quentin DSouza
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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.© 2025 Breakthrough Real Estate Investing Podcast Economía Finanzas Personales Gestión y Liderazgo Liderazgo
Episodios
  • Episode #340 - U.S. Financing for Canadians with Gillian Irving
    Mar 17 2026

    Here's what you'll learn in our interview with Gillian…

    • Why Canadians are investing abroad
    • How U.S. investor financing actually works
    • Ways to finance different deal types
    • How to pick the right market without overthinking it
    • and much much more...

    Gillian Irving describes herself as an “accidental investor,” a label that traces back to a 2009 purchase of a downtown
    Toronto duplex made with little planning. After realizing that her early success was driven more by luck than strategy,
    she committed to a more disciplined, data driven approach, motivated by the need to build long term security for her
    family. With a background in market research, Gillian built a sizeable real estate portfolio across five Ontario markets
    and New Brunswick. Today, as a mortgage agent with LendCity, she combines investor and lending experience to help
    Canadian clients structure investor focused financing, including supporting those exploring cross border opportunities in
    the United States and Mexico.

    Email: Gillian@lendcity.ca

    Phone: 647-404-7271

    LinkedIn: https://www.linkedin.com/in/gillian-irving/

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    53 m
  • Episode #239 - No Hype, Just Proven Fundamentals with Kory MacKinnon
    Feb 15 2026

    Here’s what you’ll learn in this episode:

    • How to choose the right real estate asset class, from multifamily to storage, based on your goals

    • Why systems, processes, and cash reserves matter more than the deal itself

    • How to navigate today’s market and make smarter buy, hold, or sell decisions

    • Practical financing and management strategies that create clarity and long-term success

    • And Much Much More...

    Kory MacKinnon is a seasoned real estate investor with over 20 years of experience across multiple investment strategies, including multifamily, development, furnished rentals, and self-storage. ​

    As a partner of Strategic Success Consulting, Kory is passionate about helping people reach their next level through custom resources such as coaching, events or communities of like minded investors or business owners.

    With a multiple 8-figure portfolio and financial freedom achieved, Kory now focuses on empowering others to achieve the same success to live an intentional life on their own terms!

    Kory is also a father of 4 who enjoys travel, most every sport and being a health nut in his spare time.

    Links

    Instagram: https://www.instagram.com/korymackinnon/

    Youtube: https://www.youtube.com/@KoryMacKinnon

    LinkedIn: https://www.linkedin.com/in/kory-mackinnon-19095b4

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    55 m
  • Episode #238: Smart Property Valuations With Greg Hall
    Jan 15 2026

    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.

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    57 m
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