The Wisdom Lifestyle Money Show

Hosted by Scott Dillingham, mortgage expert at LendCity Mortgages. Actionable strategies for rental property investing, mortgage financing, US cross-border investing, and portfolio growth.

Latest Episodes

US Estate Tax for Canadian Real Estate Investors: Cross-Border Protection with Dave Peniuk

June 29, 2026

Scott Dillingham is a mortgage expert who has helped clients finance over $1 billion in real estate across Canada. In this episode of The Wisdom Lifestyle Money Show, Scott sits do…

How Canadians Can Invest in US Real Estate With Better Cash Flow and Simpler Financing

March 23, 2026

Scott Dillingham, a licensed mortgage broker who has helped clients finance over $1 billion in real estate, welcomes Chris Micucci — LendCity's US Division Lead and a hands-on real…

Divorce-Proof Your Real Estate Portfolio: What Every Canadian Investor Needs to Know

March 16, 2026

Scott Dillingham is a licensed mortgage broker who has helped clients finance over $1 billion in real estate across Canada. In this episode of The Wisdom, Lifestyle & Money Show, S…

Surviving the Mortgage Renewal Wave: Lower Your Payments and Protect Your Portfolio

March 9, 2026

Canada is in the middle of a massive mortgage renewal wave, and for millions of homeowners and investors, the timing couldn't be more challenging. Scott Dillingham, a licensed mort…

Pros and Cons of Investing in US Real Estate as a Canadian: What Every Investor Needs to Know

March 2, 2026

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham delivers an unfiltered breakdown of the real pros and cons Canadian investors face when purchasing US inve…

How to Recession-Proof Your Real Estate Portfolio | Mortgage & Cash Flow Strategies for Investors

February 24, 2026

In this solo episode of the Wisdom Lifestyle Money Show, host Scott Dillingham tackles one of the most pressing concerns facing Canadian real estate investors: how to protect and o…

How Canadians Are Using DSCR Loans and Partnerships to Invest in U.S. Real Estate

February 17, 2026

In this episode of the Wisdom, Lifestyle, Money Show, host Scott Dillingham sits down with Araceli, a mechanical engineer turned full-time real estate investor and renovation contr…

Private Lending, Bridge Loans & Real Estate Development: Investment Opportunities for Canadians

February 8, 2026

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham breaks down the investment opportunities available through his investor-focused mortgage brokerage, coveri…

LendCity Investor Resources: Tools, Calculators & Education for Real Estate Investing Success

February 2, 2026

In this episode of the Wisdom, Lifestyle, Money Show, host Scott Dillingham walks viewers through the comprehensive suite of investor resources available through LendCity Mortgages…

Canadian Real Estate Market Update 2026: Interest Rates, Investment Strategies & Financing Options

January 25, 2026

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham delivers a comprehensive Canadian real estate market update for 2026, providing investors with actionable …

From Engineer to Real Estate Syndicator: Lucas Jensen's Multifamily & Condo Conversion Strategies

January 19, 2026

Syndication opens the door to multifamily real estate at a scale most investors cannot reach alone. In this episode, Scott Dillingham talks with Lucas Jensen, who transitioned from…

How to Control $100K in Stocks with Only $25K Down With Erwin Szeto

January 12, 2026

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham sits down with Erwin Szeto, a seasoned real estate investor, licensed realtor, and insurance professional …