The Wealthy Barber Podcast
The Wealthy Barber Inc.
The Wealthy Barber Podcast is Canada’s go-to source for approachable, entertaining, and free financial education. Hosted by none other than David Chilton—former Dragon on CBC’s ”Dragons’ Den” and the best-selling author of ”The Wealthy Barber” and ”The Wealthy Barber Returns”—this podcast is here to help Canadians manage their money better. Much better.Dave Chilton has spent over 35 years demystifying personal finance, offering understandable, unbiased, and actionable advice that has empowered millions of Canadians to achieve their financial goals. Now, he’s bringing that same wisdom to your favourite podcasting platforms, with regular episodes designed to make personal finance simple, relatable, and yes, even entertaining.Episodes of The Wealthy Barber Podcast features Dave in conversation with expert guests from across the spectrum of Canadian personal finance. From investing and real estate to taxes, RESPs, and even money psychology, no topic is off-limits. Plus, don’t miss our special “Office Hours” episodes, where Dave answers real questions from audience members, delivering informed, balanced, and sometimes downright funny advice.Follow for Canadian personal finance made simple.
Episodes
Mentioned books
19 snips
Mar 24, 2026 • 45min
#49: Ron Butler (Returns): Mortgages & Real Estate in 2026
Ron Butler, a 30-year veteran mortgage broker and owner of Butler Mortgage known for blunt real estate commentary, returns to discuss Canada’s housing outlook. He covers steep Ontario price declines, a looming shortage of single-family builds, and the huge wave of mortgage renewals in 2026. Other topics include rising amortizations, hidden costs of moving, co-signing risks, private lending issues, and how rates react to global events.
12 snips
Mar 17, 2026 • 50min
#48 — Rob Carrick (Returns): Retirement, the Value of Financial Advice and the Canadian Economy
Rob Carrick, longtime Globe and Mail personal finance columnist now semi-retired and writing a Substack, returns to talk retirement transitions and finding purpose after work. He discusses the rise of advice-only financial planners and why near-retirees benefit from quality advice. They explore economic worries: inflation, mortgage renewals, household debt, the real cost of homeownership and whether houses can fund retirement.
10 snips
Mar 10, 2026 • 56min
#47 — Amber Kanwar: Investing and the Active vs. Passive Debate
Amber Kanwar, former BNN Bloomberg anchor and host of In the Money, brings institutional-level market knowledge to retail investors. She explores the active vs passive investing debate, the risks of gamified trading, why women are underrepresented in finance, small- and mid-cap opportunities, and how AI and real estate trends could reshape jobs and markets.
8 snips
Mar 3, 2026 • 29min
#46 — Gary Teelucksingh: Inheritances & How to Talk to Your Family About Legacy
Gary Teelucksingh, author of Roots of Prosperity and a financial-services consultant with 20+ years helping families preserve wealth and values. He breaks down why money talks are taboo. He explains adding context to wills, handling unequal inheritances and family cottages. He offers ways to start legacy conversations and motivate families to act.
Feb 24, 2026 • 40min
#45 — Jon Flynn: Wow, The Canadian Housing Market Is Leaking And It Won't Stop Raining
Jon Flynn, Realtor and creator of the Jon Flynn Real Estate Stats YouTube channel, breaks down Canada’s housing slump with data-driven clarity. He explains how he spotted the downturn, where prices may slide next, AI’s wildcard effect on jobs and housing, controversies like commissions and trust-fund scandals, and why overpricing, negative equity and speculative builds are causing markets to stay stuck.
Feb 17, 2026 • 52min
#44 — Meagan Balaneski: Opportunities and Challenges in the Financial Planning Industry
Meagan Balaneski, Portfolio Manager and CFP® recognized for top exam performance and the FPAC 2025 award. She discusses what a real financial plan looks like and why deep, thoughtful questions matter. They examine strengths and limits of AUM and advice-only models. Topics also include fiduciary standards, cash value life insurance, disability and insuring children, plus debunking RRSP myths.
Feb 10, 2026 • 58min
#43 — Julia Chung: Human-Led Financial Planning
Julia Chung, advice-only financial planner and CEO of Spring Planning with 25+ years in complex planning. She explains what advice-only, human-led planning looks like. They discuss implementation hurdles, niche specialization, the mosaic of retirement income, planning for surviving spouses, POA and executor pitfalls, and risks of adding kids as joint owners.
Feb 3, 2026 • 53min
#42 — Jason Watt: The Financial Advice Landscape in Canada
Jason Watt, a Canadian financial-education leader who built curriculum for financial planners, discusses how planners differ from product-focused advisors. He talks about which credentials matter, what fiduciary duty really looks like, and why the middle market is underserved. Conversations cover revenue models, commission conflicts, insurance licensing problems, specialization, and the growing role of communication and psychology.
14 snips
Jan 27, 2026 • 35min
#41 — Chris Guillebeau: How to Start a Side Hustle
Chris Guillebeau, author and entrepreneur behind The $100 Startup and Side Hustle, shares bite-sized lessons on turning hobbies and skills into income. He champions reselling and farmers’ markets as low-risk tests. Action beats overplanning, and he discusses when to quit, enjoying work over scaling, and neurodiversity including ADHD and Time Anxiety.
17 snips
Jan 20, 2026 • 42min
#40 — Heather & Doug Boneparth: Managing Money Together in a Relationship
Heather and Doug Boneparth are financial experts and co-authors of "Money Together." They discuss navigating finances as a couple, revealing how shifts in income and roles affect power dynamics. Heather emphasizes recognizing caregiving as economic contribution. They share their 'money date' practice for creating regular financial habits and the importance of starting conversations with positive wins. Embracing discomfort and curiosity, they highlight strategies for building stronger partnerships and teaching children about money values.
