The Wisdom, Lifestyle & Money Show

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 down with Dave Peniuk of Westpac Wealth Partners to tackle one of the biggest blind spots in cross-border real estate investing: U.S. estate tax exposure for Canadians who own rental property, vacation homes, or business a...

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 estate investor — to discuss why Canadian investors are increasingly looking south of the border for better cash flow and simpler financing. Chris shares how he got started just over a year ago with his first fix-an...

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, Scott tackles one of the most overlooked risks in Canadian real estate investing: divorce. With Canada's divorce rate sitting at approximately 40%, the impact on real estate portfolios, mortgage qualification, and cre...

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 mortgage broker who has helped clients finance over $1 billion in real estate, breaks down exactly what this renewal wave is, why it happened, and — most importantly — what you can do about it right now. Whether you're a Can...

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 investment properties. With more Canadians exploring cross-border real estate than ever before, Scott shares the behind-the-scenes conversations he and his team at LendCity have with investors every day — covering everything...

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 optimize your portfolio during times of economic uncertainty. With trade tensions between the U.S. and Canada, shifting interest rate forecasts, and growing vacancy rates across the country, Scott breaks down the proactiv...

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 contractor based in Cleveland, Ohio. Araceli shares her inspiring journey from working 17 years in the Canadian aerospace industry to building a thriving real estate investment and contracting business south of the border. He...

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham breaks down the investment opportunities available through his investor-focused mortgage brokerage, covering private lending, bridge financing, and real estate development partnerships. Scott explains why investor-backed private mortgage lending can be a compelling alternative to traditional fixed-income products like GICs,...

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. Many investors are unaware of the extensive tools and educational content available to help them succeed in Canadian real estate investing. From specialized podcasts to AI-powered calculators, Scott reveals the resourc...

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 insights on interest rates, financing strategies, and investment opportunities. Scott, who recently appeared on Erwin Szeto's The Truth About Real Estate Investing podcast, shares his expert perspective on where the mark...

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 engineering to real estate syndication, about how he structures deals, raises capital, and executes condo conversions for outsized returns. Lucas explains the economics behind scaling real estate investments, noting tha...

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 who has built an eight-figure portfolio through strategic investing. Erwin shares his remarkable journey from immigrant child to successful investor, revealing how the book Rich Dad Poor Dad transformed his understanding...

In this joint episode of the Wisdom Lifestyle Money Show, host Scott Dillingham of LendCity teams up with real estate investing coach Teresa Beneteau to deliver critical year-end financial preparation advice for investors heading into the new year. Recorded in mid-December, this timely conversation addresses one of the most overlooked yet essential aspects of building a real estate portfolio: havi...

In this episode of the Close More Deals Podcast, host Scott Dillingham sits down with Rhys Trenhaille from the Vanguard Team at Manor Realty to reveal how everyday investors can own multimillion-dollar real estate properties using surprisingly little of their own capital. The conversation dismantles the myth that large-scale multifamily investing is only for the ultra-wealthy, showcasing governmen...

House hacking is how many Canadian investors get their start — but what comes next? In this episode, Scott Dillingham sits down with Mike Nikolica, who went from house hacking in Canada to scaling a US multifamily portfolio, sharing the financing strategies and mindset shifts that made the transition possible. Mike explains his transition from flipping and Airbnb properties to focusing on multifam...

Secondary suites and ADUs are one of the fastest-growing real estate strategies in Canada — and CMHC has a program that lets you finance them with 90 percent leverage. In this episode, Scott Dillingham explains exactly how the program works, who qualifies, and how investors can use it to add rental income with minimal upfront capital. Scott emphasizes practical steps for success, including buildin...

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham teams up with mortgage agents and commercial developers Christine Traynor and Jennifer Champion to break down CMHC multifamily financing and reveal why Alberta has become the hotspot for multifamily property investment. This comprehensive discussion provides investors with everything they need to know about accessing governm...

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham from LendCity reveals a powerful yet underutilized financing program that allows business owners and real estate investors to purchase owner-occupied commercial properties—like offices, industrial, or manufacturing buildings—with up to 100% financing. Ideal for self-employed professionals transitioning from renting to owning...

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham welcomes Saqib Dareshani, founder of RealSwipe, a platform revolutionizing real estate investing. Saqib shares his journey from computer engineering to real estate, starting in 2009 when he sold his stocks to invest in a fourplex multifamily property. He discusses renovating the building, increasing NOI by 50%, and growing i...

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham chats with Shawn Quigg, a real estate investing-focused lawyer and partner at Cardinal Law in Ontario. Shawn shares his unexpected entry into real estate investing while transitioning from a career in immigration enforcement to law school in 2014-2015. Starting with a $133,000 five-bedroom house in Windsor, he rented rooms t...

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham discusses strategies for profiting in today's real estate market, with a focus on Canadian investors. He highlights challenges in Canada, such as difficulties in cash flowing residential properties in many areas, though opportunities persist in markets like Windsor, Sarnia, Sudbury, and Thunder Bay. Scott explains how extern...

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham interviews Ming Lim, President of Volition Properties, a Toronto-based real estate team specializing in investor-focused strategies. Ming shares his origin story, starting at age 21 after watching Robert Kiyosaki on Oprah and reading Rich Dad Poor Dad . Fresh out of university and working at Research in Motion (BlackBerry's...

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham chats with Carlos Rodrigues, a Canadian real estate investor who transitioned his portfolio from Ontario to the US Midwest, focusing on Cleveland, Ohio. Carlos shares his frustrations with Canadian financing limitations, including being denied a standard refinance despite strong income, leading him to explore US opportunitie...

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham interviews David Garner, founder of Garnaco Group, a real estate investment firm specializing in passive US property investments for international clients. David shares insights on helping Canadians and UK investors navigate US real estate financing, drawing from his 10+ years of experience in acquisitions, asset management,...

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham welcomes Jennifer Champion and Christine Trainor from LendCity Mortgages to discuss the advantages of working with seasoned mortgage brokers for multifamily and commercial investments. Drawing from real-world examples, they highlight common pitfalls when investors go directly to banks, such as limited options, higher rates,...