The 5 Questions Podcast

The 5 Questions Podcast

Join us as we unlock real estate and business insights, one question at a time.

Episodes

July 1, 2025 17 mins

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Joao Macavilca shares his journey from growing up in an attic with undocumented parents to flipping over 70 properties and owning a 54-unit commercial property, demonstrating how early hardships can fuel business success.

• Growing up in difficult circumstances in East Orange, NJ shaped his drive to create a better future
• Reading Rich Dad, Poor Dad created a powerful mindset shift from "I can'...

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Lauren House shares valuable insights from her extensive real estate experience across Arizona, California, and Florida, focusing on maintaining consistency through market fluctuations and building authentic client relationships. She reveals practical strategies for navigating different market requirements while keeping transactions seamless for clients.

• Save money and live below your means, especially duri...

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Dawn Sirdar, co-founder of Abundant Homes, shares her vision of combining real estate ventures with community building to create truly abundant living experiences. She explains her approach to raising capital, giving back through The Water Project, and maintaining work-life balance while growing a successful real estate business.

• Creating properties where tenants feel at home and part of a community
• B...

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Nicky Billou shares his powerful journey from war-torn Iran to becoming a thought leader who helps experts build influential personal brands and reclaim their greatness.

• The concept "this isn't business, it's war for greatness" stems from Nicky's father's sacrifices during the 1978 Islamic Revolution in Iran
• The difference between an expert and a thought leader is visibil...

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Theresa Beneteau shares her 35-year journey from struggling first-time homeowner to real estate powerhouse who helps build $150 million portfolios through her signature coaching program. She reveals the mindset shifts and practical strategies that create real estate freedom, emphasizing that a powerful emotional "why" is the cornerstone of lasting success.

• Started investing at age 20 when a real e...

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David Van Der Ploeg shares his journey from starting with a VTB-financed duplex when he was broke to building a nationwide real estate portfolio including a 12-unit apartment building. Through creative financing strategies, community involvement, and continuous learning, he transformed his financial situation while gaining the freedom to travel the world.

• Started with no money by convincing a seller to prov...

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Marketing strategist and Airbnb superhost Deborah Smith shares powerful insights on automation, authenticity, and strategic habits that transform real estate and business success. She reveals proven strategies for building systems that simplify operations while generating consistent leads and building meaningful client relationships.

• Set up automated systems that handle repetitive tasks to reclaim time and ...

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Infinite banking expert Jose Salloum reveals how real estate investors can create their own banking systems for fast, credit-check-free access to investment capital while their money continues growing through dividends. This powerful wealth-building strategy operates outside traditional financial systems, offering tax advantages and allowing investors to use the same dollars multiple times.

• Real estate inve...

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Steve Couper shares how his aviation career inspired his transition to real estate investing as a way to secure his family's financial future and create generational wealth through strategic property investments.

• Started real estate investing to secure financial future after his aviation career ends
• Chose real estate to provide both financial resources and knowledge to his son
• Prefers value...

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Brittany and Shawn Louiseize share their remarkable journey from burned-out healthcare professionals to successful international real estate investors and coaches. They reveal how the COVID pandemic became the catalyst for their career change and how they're now helping others invest in high-return markets in Mexico's Riviera Maya.

• Transitioning from nursing to entrepreneurship after experiencing ...

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Paul D'Abruzzo shares his remarkable journey from Toronto firefighter to successful real estate investor with a $45 million portfolio built over 15 years through strategic property acquisition and management.

• Balancing firefighting career with family life and real estate investing became unsustainable, leading to a focus on "Return on Lifestyle" (ROL) beyond just ROI
• Learned three key p...

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Danielle Chiasson unpacks the key challenges faced by real estate investors and shares powerful systems to overcome them while building sustainable growth.

• The knowledge gap that prevents investors from pulling the trigger on properties
• Fear as a self-preservation mechanism rather than an obstacle to overcome
• Systems acting as your "second brain" to prevent costly mistakes and free up ...

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Brent Bowers reveals how he creates passive income by purchasing discounted vacant land and selling it through seller financing, collecting 10-14% interest with none of the headaches of traditional real estate.

• Buy land at significant discounts and sell it quickly for cash or monthly payments
• Land investing offers superior returns compared to traditional real estate
• First land deal: bought for $...

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Vanessa Alfaro shares how her company Venus Capital Partners has acquired $55 million in assets under management using cutting-edge AI technology, and explains why real estate professionals who don't adapt to these new technologies will be left behind.

• Real estate is traditionally one of the slowest industries to adapt to new technologies
• AI implementation helps investors analyze deals faster and...

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Five real estate visionaries share their insights on building wealth, creating content, and making meaningful impact through strategic investing.

• Alfonso reveals his motivation comes from seeing people build wealth that lets them spend more time with family and give back to their communities
• Freedom Tree partnership aims to build schools in Sierra Leone, Africa, with funds raised through Wealth Genius...

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Dive deep into the world of real estate investing as Natasha Phipps shares her expert insights. From marketing strategies to the importance of transparent communication, Natasha emphasizes the role of trust in building successful investments. Her approach paves the way for new investors seeking guidance and wisdom in navigating their paths.

• Importance of providing value in real estate marketing 
• Build...

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Explore the complexities of international real estate investing with unique insights from an experienced investor. Learn about common misconceptions and the importance of a business mindset. 

• Challenges facing cross-border investors 
• Importance of treating real estate as a business 
• Misconceptions within the Canadian market regarding US investments 
• Tools and resources for identifying prof...

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Understanding real estate financing is essential for investors aiming to succeed, and Scott Dillingham breaks down critical insights to navigate the complexities of borrowing across borders. From differences in lending practices in Canada, the USA, and Mexico to innovative financing strategies, Scott shares how investors can adapt and thrive in varying markets.

• Scott shares his journey from investor to lend...

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Veena Jetti narrates her transformative journey from investing in single-family homes to commanding a portfolio that exceeded a billion dollars in transactions, emphasizing the importance of adaptability, persistence, and a community-driven approach. The episode also highlights her dedication to philanthropy and her vision of empowering others through mentorship to achieve their own success in real estate. 

•...

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In this episode of The 5 Questions Podcast, we’re joined by four seasoned real estate experts: Amy Kim, Shaneka Shaw Taylor, Catalina Martinez, and Patrick Francey. Together, they share invaluable insights on building success in real estate, starting with small investments and scaling strategically.

Discover why thorough due diligence is non-negotiable in partnerships and deals, the pitfalls of relying on cookie-cutter...

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