The Wisdom, Lifestyle & Money Show

The Wisdom, Lifestyle & Money Show

Author: Scott Dillingham Language: English Episodes: 50
Scott Dillingham hosts The Wisdom, Lifestyle & Money Show, a podcast built on the idea that true wealth is about more than just a bank balance. With over a billion dollars in Canadian real estate financing under his belt, Scott moves beyond basic tips to explore the interconnected layers of smart investing, practical business acumen, and the personal growth required to sustain it all. This isn't just theory; it's a direct line to the strategies and mindset shifts used by successful investors. Episodes delve into the specifics of mortgage financing, managing rental properties, and the complexities of cross-border investing in the US, while also tackling the entrepreneurial journey. The conversation always returns to investing in yourself-because financial mechanics without wisdom and a balanced lifestyle only tell half the story. For Canadians looking to navigate their financial future with clarity, this podcast provides a grounded, expert-led dialogue where actionable advice meets a broader perspective on what it means to build something lasting. You'll hear detailed breakdowns, candid stories, and the kind of insider knowledge that comes from real-world experience, all designed to help you make more informed decisions with your money, your business, and your time.
Episodes
Why Canadians Should Invest in US Real Estate: Trends & Strategies [not-audio_url] [/not-audio_url]

Duration: 36:16
In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham dives into the shifting investment landscape for Canadians, highlighting why many are turning to US real estate amid economic challenges at home.…
Navigating GPLP Structures in Real Estate: Protection & Financing Tips [not-audio_url] [/not-audio_url]

Duration: 35:34
In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham interviews Milena Cardinal, a real estate lawyer and founder of Cardinal Law Professional Corporation in Cornwall, Ontario. They dive into the ess…
Canadian's Path to US Real Estate: Glen Sutherland's Journey & Tips [not-audio_url] [/not-audio_url]

Duration: 19:35
In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham sits down with Glen Sutherland, a seasoned Canadian real estate investor specializing in US properties. Glen shares his transition from investing…
Joint Ventures in Real Estate: Jonathan Faerman on Investium Platform [not-audio_url] [/not-audio_url]

Duration: 20:15
In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham sits down with Jonathan Faerman, founder of Investium, a platform designed to connect real estate investors for joint ventures. Jonathan shares hi…
From Steel to Real Estate: Alex Ciotoli's Windsor Investing Journey [not-audio_url] [/not-audio_url]

Duration: 22:58
In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham sits down with Alex Ciotoli, an investment-focused realtor in Windsor, Ontario, now with RE/MAX Preferred Realty Ltd. Alex shares his unique backg…
US Real Estate for Canadians: Tax Setup & Investing Tips [not-audio_url] [/not-audio_url]

Duration: 33:20
In this episode of the Wisdom Lifestyle Money Show, host Gillian Irving, a mortgage agent with LendCity Mortgages, interviews Michael Matthew, a Chartered Professional Accountant with over 30 years of experience. Michael…