The Wisdom, Lifestyle, Money, Show
The Wisdom, Lifestyle, Money Show is here to help Canadian's invest better in Canada & the U.S.A. We specialize in mortgage financing and education in both Countries. Discover how to become a better investor and access the financing you need.
Episodes
In this episode, Scott is joined by Jennifer Champion and Christine Traynor to discuss the critical advantages of working with experienced brokers who specialize in multi-family financing. The conversation highlights real-world examples of how the right expertise can save investors millions while avoiding costly mistakes that commonly occur when going direct to banks or working with inexperienced brokers.
Key Insights ...
In this episode, Scott interviews Rhys Trenhaille, a commercial real estate specialist who focuses on working with investors in Windsor Essex County. Reese shares his unique journey from university track athlete to successful commercial real estate investor and agent, emphasizing the importance of working with professionals who practice what they preach.
Key Insights & Takeaways
The Power of Early Real Estate Educat...
In this episode, Scott is joined by Jennifer Champion and Christine Traynor to discuss value-add strategies for multi-family apartment buildings. The hosts share their active investing experience and explain how to force appreciation through strategic property improvements and rent optimization.
Key Timestamps: [0:00] Introduction to Value-Add Multi-Family Investing
Welcome back to the Wisdom Lifestyle Money Show! In this episode, host Scott Dillingham introduces you to the core team dedicated to helping you achieve your commercial real estate investment goals. Meet Mike Peters, Jennifer Champion, and Christine Traynor, the experts behind the commercial mortgage arm, specializing in financing across Canada and expanding into the US. Learn about their individual backgrounds, areas...
In this episode, Scott interviews Tom McCormick, a Canadian investor who successfully transitioned from investing in Windsor to flipping properties in Detroit. Tom shares his engineering background, initial property ventures, and how he navigated the challenges of cross-border investments.
Key Timestamps:
[0:00] Introduction and Guest Background
- Tom's journey into real estate during COVID-19
In this episode, Scott sits down with Jeremy Friedberg, Corporate Director of Seaport Credit Canada, to discuss how Canadians can leverage their retirement funds for international real estate investments. Jeremy shares his journey from Ontario to Mexico and explains how Seaport Credit helps Canadians access their retirement funds for global investment opportunities.
Key Timestamps:
[0:00] Introduction and...
In this episode, Scott Dillingham interviews Carmen Da Silva, a CPA and cofounder of Share, who brings over two decades of cross-border tax and investment expertise to the discussion. Drawing from her journey from PricewaterhouseCoopers to managing a significant U.S. real estate portfolio and co-founding Share, Carmen shares comprehensive insights on tax strategies, investment structures, and wealth building approache...
In this episode, Scott Dillingham interviews Derek Wormsbecker, a mortgage agent and investor who shares his experience transitioning from Canadian to U.S. real estate investing. Having sold his Canadian property, Derek describes his journey finding and purchasing a new construction home in Arkansas through Share, highlighting the advantages of U.S. real estate investment.
Key Timestamps:
[0:00] Investment Journey<...
In this episode, Scott Dillingham interviews Mark Racette from Pulse FX about saving money when conducting foreign exchange transactions for U.S. real estate investments. Drawing from over a decade of experience in international finance, Mark explains how investors can secure better exchange rates and reduce transaction costs compared to traditional banking options.
Key Timestamps:
[0:00] Market Overview
In this episode, Scott Dillingham interviews Dmitri Bourchtein from Share, discussing his journey from institutional real estate lending to managing over $1 billion in transactions and helping retail investors access U.S. real estate opportunities. Drawing from his extensive experience at one of Canada's largest private equity firms, Dmitri explains Share's comprehensive approach to property acquisit...
In this episode, Scott Dillingham addresses the issue of expensive real estate investing courses and coaching programs, introducing a free alternative called "Fire Your Boss" that covers comprehensive real estate investing education. Drawing from his team's expertise and industry professionals, Scott explains how investors can access quality education without paying thousands for questionable co...
In this episode, Scott Dillingham reveals an innovative solution for foreign investors to obtain U.S. Employer Identification Numbers (EINs) in just two hours, dramatically reducing the typical 4-8 week waiting period for entity setup when purchasing U.S. real estate.
Key Timestamps:
[0:00] Background
- Entity setup challenges
- Importance of proper structure
- Common investor roadblocks
[4:30] E...
In this episode, Scott Dillingham interviews real estate lawyer Milena Cardinal to discuss maximizing shareholder value through proper corporate structuring for real estate investments. Milena shares expertise on balancing legal, tax, and financing considerations when setting up investment entities.
Key Timestamps:
[0:00] Corporate Structure Basics
- Shareholder agreements
- Entity selection
- I...
In this episode, Scott Dillingham explains how investors can qualify for mortgages based on property cash flow rather than personal income through Debt Coverage Ratio (DCR) and Debt Service Coverage Ratio (DSCR) programs in Canada and the USA, providing alternatives to traditional qualification methods.
Key Timestamps:
[0:00] Traditional Qualification
- Income requirements
- Property limits
- Eq...
In this episode, Scott Dillingham shares insights from his presentation at a Wealth Genius event about the importance of building the right team for real estate investing success. Drawing from his experience managing a team of expert investor-focused mortgage agents, Scott explains why investors often make critical mistakes in choosing their professional partners and provides actionable strategies for building...
In this episode, Scott Dillingham interviews Andrew Kim from Share, discussing how his tech company helps Canadians invest in U.S. real estate through comprehensive asset management services. Andrew shares insights from his journey from Canadian real estate investor to U.S. tech entrepreneur, explaining how the challenges he faced led him to create a solution for other investors looking to build their portfoli...
In this episode, Scott Dillingham discusses why Canadians should consider investing in U.S. real estate, backed by statistical data and market trends.
Key Timestamps:
[0:00] Investment Trends
- Canadian capital outflow
- U.S. market attraction
- Statistics Canada data
[4:30] Investment Challenges in Canada
- Landlord tribunal issues
- Rent control limitations
- Property sale restricti...
In this episode, Scott Dillingham and Milena Cardinal discuss GPLP (General Partner Limited Partnership) structures and legal considerations for real estate investors.
Key Timestamps:
[0:00] Introduction to Trust Structures
- Bare trust agreements
- Trust relationships
- Entity ownership options
[4:30] GPLP Structure Basics
- Limited partnership explanation
- Liability protection
- Ge...
In this episode, Scott Dillingham interviews Glenn Sutherland, an expert coach helping Canadians invest in U.S. real estate, sharing insights from his journey and coaching program.
Key Timestamps:
[0:00] Personal Background
- Canadian investor experience
- Transition to U.S. markets
- Bank lending limitations
[4:30] Investment Evolution
- First U.S. property purchase
- Cash buying challen...
In this episode, Scott Dillingham interviews Jonathan Faerman, creator of Investium.ai, a free platform connecting real estate investors for joint venture partnerships.
Key Timestamps:
[0:00] Introduction & Background
- Faerman's start in real estate
- Evolution from condo owner to investor
- Development of Investium platform
[4:30] Platform Features
- Two-factor authentication
-...
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