The Wealthy Barber Podcast

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 sp

The Wealthy Barber Podcast is a business podcast hosted by Unknown Host, with 68 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Unknown Host hosts The Wealthy Barber Podcast, a business show with 68 episodes published.

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

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  Episode #69

  #68 — Brian Portnoy: A Behavioural Finance Expert on How to Shape a Life of Money and Meaning

  Aug 18, 202645 min

  Our guest this episode is Brian Portnoy — behavioural finance expert, founder and CEO of Shaping Wealth and author of "The Geometry of Wealth" and "The Investor's Paradox." Brian holds a PhD from the University of Chicago, is a CFA charterholder and spent more than two decades in the financial industry. His mission is helping people use their money to underwrite a meaningful life. In this episode, Dave and Brian dive into behavioural finance and the fast-changing world of financial advice. They explore the challenges of building an AI coach that's genuinely helpful, the lessons Brian took from Morningstar and the hedge fund industry, and why "simplicity on the far side of complexity" is worth striving for. They also break down the investor's paradox, choice overload and how thoughtful choice architecture can combat decision fatigue. The conversation also traces the 50-year arc of financial advice, from product-pushing to planning to the human side of money, and why good financial planning can sometimes feel like marriage counselling. Along the way, Brian shares the difference between being rich and being wealthy, the impact of his "funded contentment" concept and his perspective on growth, hope and defining "enough." Whether you're an investor, an advisor or simply someone trying to figure out what money is actually for, this episode is packed with thoughtful insights you won't want to miss. Show Notes (00:00) Intro & Disclaimer (00:55) Intro to Brian Portnoy (03:52) Shaping Wealth and the Lydia AI Innovation (06:43) The Challenges of Building an AI Coach (08:50) Partnering with Conquest Planning Software (13:15) Lessons from Morningstar and the Hedge Fund Industry (15:53) Simplicity on the Far Side of Complexity (20:33) The Investor's Paradox and Choice Overload (24:04) Decision Fatigue & Choice Architecture (29:03) The 50-Year Arc of Financial Advice (33:25) Financial Planning Can Be Like Marriage Counselling (35:35) The Difference Between Being Rich and Being Wealthy (40:53) The Impact of the Funded Contentment Concept (42:03) Growth, Hope, and Defining Enough (44:08) Conclusion

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  Episode #68

  #67 — Alexandra Macqueen: How Retirement Planning Has Changed Over the Years

  Aug 11, 202648 min

  Our guest this episode is Alexandra Macqueen — CFP professional, Vice President of Learning, Development and Professional Practice at FP Canada and one of Canada's leading voices on retirement income planning. Alexandra has been a practicing financial planner since 2005, taught personal finance at York University's Schulich School of Business and co-authored the bestselling book "Pensionize Your Nest Egg." In this episode, Dave and Alexandra dive into how retirement planning has changed over the years, from the way rising longevity has reshaped Canadians' awareness of retirement risks to the assumptions that underpin every retirement plan. They cover why financial planning has become harder, when professional advice can pay off for retirees, and the roles FP Canada and the QAFP designation play in raising the standard of advice. Alexandra also breaks down the factors to weigh when deciding whether to commute a defined benefit pension and makes the case for annuities as a retirement planning tool. The conversation also explores reverse mortgages and how they compare to HELOCs, the "Die With Zero" legacy approach, lessons from "The Millionaire Next Door" and why the timing of CPP and OAS is different for everyone. Whether you're nearing retirement or simply want to understand the decisions that will shape it, this episode is packed with practical insights from one of Canada's most respected retirement planning experts. Show Notes (00:00) Intro & Disclaimer (00:55) Intro to Alexandra Macqueen (03:07) Why Alexandra Specialized in Retirement Income Planning (04:32) Why Longevity Has Changed the Awareness of Retirement Planning (06:56) Assumptions in Retirement Planning (10:14) Financial Planning Has Become Harder (12:55) Why Professional Financial Advice Can Pay Off for Retirees (13:51) What Is FP Canada? (15:23) What Is the QAFP Designation? (17:45) The Factors When Deciding to Commute a Defined Benefit Pension or Not (22:15) Annuities as a Retirement Planning Tool (25:13) Are Reverse Mortgages an Underappreciated Financial Tool? (26:30) Reverse Mortgages vs. HELOCs: Which Makes More Sense? (28:08) Evaluating the Die With Zero Legacy Approach (29:17) Lessons from "The Millionaire Next Door" (32:01) It's Harder to Navigate Financial Planning Today (36:17) The Value of an Outside Voice in Financial Planning for Spouses (37:54) The Role of Active vs. Passive Investing Strategies (39:23) When to Take CPP and OAS Is Different for Everyone (41:20) The Increasing Costs of Assisted Living (42:44) Teaching Financial Planners the Psychological Aspects of Working with Clients (45:18) The Reality of Family Adjustments After Retirement (46:03) The Improvement of the Financial Advice Industry (47:54) Conclusion

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  Episode #67

  #66 — Brenda Hiscock: A Remarkable Story About Overcoming Hardships and Finding Fulfillment as a Financial Planner

  Jul 28, 202641 min

  Our guest this episode is Brenda Hiscock, a CFP with Objective Financial Partners, one of Canada's leading advice-only planning firms. Brenda's route to financial planning was anything but easy. She lost her mother as a teenager, faced homelessness, battled addiction and overcame a cancer diagnosis, all while building a decades-long career in Canadian financial services. Today, she draws on those experiences to help clients navigate both the numbers and the emotions of money. In this episode, Dave and Brenda dive into her remarkable life story: the childhood hardship and early family loss that shaped her, and the turning point that came through therapy, mentorship and self-forgiveness. The conversation also explores a wide range of retirement topics, including practical tips for people who start their financial planning later in life, retiring abroad, planning for the potential costs of long-term care and the psychology of actually spending your savings later in life. Brenda shares her thinking on protecting parents' retirements before making gifts to their kids, using trusts to protect generational wealth, RRSP meltdowns, delaying CPP and OAS, and facing retirement with a mortgage. This episode is packed with practical insights and an inspiring story you won't want to miss. Show Notes (00:00) Intro & Disclaimer (00:55) Intro to Brenda Hiscock (02:09) Brenda's Childhood Hardship and Early Family Loss (05:41) The Trauma of Eviction and Developing an Addiction (07:31) The Turning Point: Therapy, Mentorship and Self-Forgiveness (10:54) Overcoming a Cancer Diagnosis and Rebuilding Confidence (11:54) Tips if You Start Financial Planning Later in Life (14:10) How Brenda's Life Experiences Have Informed Her Views on Insurance (16:00) Retiring Abroad (18:29) Managing Client Fears About the Stock Market (20:54) Planning for the Looming Potential Costs of Long-Term Care (22:40) The Psychology of Spending Your Savings Later in Life (25:08) Protecting Parents' Retirement Before Making Gifts to Their Kids (27:39) Using Trusts to Protect Generational Wealth (28:29) RRSP Meltdowns and Delaying CPP/OAS (30:04) Who Seeks Advice-Only Financial Planning? (31:01) The Impact of "Millionaire Teacher" (32:00) Raising the Standards in the Canadian Financial Planning Industry (35:00) Facing Retirement with a Mortgage (37:23) Embracing Your Authentic Life Story (39:50) Conclusion

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  Episode #66

  #65 — Michael J. Wiener: Answers to the Money Questions That Matter

  Jul 21, 202648 min

  Our guest this episode is Michael J. Wiener — retired cryptologist and the writer behind the long-running Canadian personal finance blog "Michael James on Money." After a high-tech career in cryptography that produced roughly 20 patents, Michael has spent nearly two decades applying an engineer's rigour to investing and retirement math, helping everyday Canadians make clearer, lower-fee, evidence-based decisions with their money. In this episode, Dave and Michael dive into the real cost of investment fees, from high-fee group RRSPs to how seemingly small percentages quietly erode a portfolio over decades. They cover the evidence for passive investing over active management, how to optimize RESP contributions, strategies for smoothing taxes on retirement income and whether it makes sense to delay taking CPP and OAS. The conversation also explores how Michael uses the CAPE ratio to adjust his asset allocation, planning ahead for cognitive decline, the debt paydown vs. investing question and why he's skeptical of Dalbar's famous mutual fund underperformance data. Along the way, Michael shares his takes on real estate investing, reverse mortgages, budgeting for healthcare and long-term care costs, and estate planning essentials. If you want clear, math-driven thinking on investing and retirement from someone with no product to sell, this episode is packed with insights you won't want to miss. Show Notes (00:00) Intro & Disclaimer (00:57) Intro to Michael J. Wiener (03:09) The Impact of High Fees in Group RRSPs (05:23) The Big Impact of Seemingly Small Investment Fees (07:09) Active Management vs. Passive Investing (08:46) Optimizing RESP Contributions: Lump Sum vs. Ongoing (12:02) Smooth Taxation Strategies for Retirement Income Planning (14:49) Should You Delay Taking OAS and CPP? (17:02) How Michael Uses the CAPE Ratio to Adjust His Asset Allocation (20:40) Addressing Cognitive Decline and Managing Your Investments (22:25) Balancing Debt Paydown vs. Investing (24:21) RRSP vs. TFSA Debate (25:55) Is a 100% Equity Portfolio Right for Young Investors? (27:19) Evaluating Dalbar's Mutual Fund Underperformance Data (30:34) The Realities and Hassles of Real Estate Investing (33:28) The Hidden Risks and Rules of Reverse Mortgages (35:01) Common Financial Mistakes Savers Make in Retirement (36:38) Budgeting for Healthcare and Long-Term Care Costs (39:47) Cash Value Insurance vs. Term Insurance for Canadians (41:24) Essential Estate Planning and Power of Attorney Tips (42:15) The Importance of Decluttering for the Next Generation (44:07) Engineering, Cryptography, and Quantum Computing Threats (45:01) The Story Behind Michael's Pseudonym (45:49) Finding an Initial Audience and Blogging Success (46:34) Conclusion

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  Episode #64

  #63 — Sandi Martin: Financial Lessons from One of Canada’s First Advice-Only Planners

  Jul 7, 202649 min

  Our guest this episode is Sandi Martin — one of Canada's first advice-only financial planners and a Certified Financial Planner who left retail banking to build a practice built around her values. Sandi co-founded the Financial Planning Association of Canada, co-hosted the Because Money podcast and has spent over a decade championing a simple idea: helping everyday Canadians figure out what "enough" really looks like. In this episode, Dave and Sandi dive into the advice-only model and why she walked away from the bank to build it. They unpack the CBC Marketplace exposé on the Canadian banking industry, the aggressive marketing of lines of credit and what really happens behind the sales culture most Canadians never see. Sandi also explains her transition into the advice-only space, the early strategies she used to find clients and why she has chosen to run a solo operation rather than scale. The conversation also explores the everyday planning questions that trip people up, from the emergency fund debate (cash savings versus lines of credit) to the RRSP versus TFSA decision and why accounts are best understood as tools rather than goals. Sandi shares her perspective on the financial nuances of divorce and partnerships, the essential role planners play in building retirement income, the often-overlooked costs of late-life healthcare and assisted living, and why high-fee mutual funds still dominate in Canada. Whether you're rethinking who you take financial advice from or simply want a clearer, no-nonsense view of how planning actually works, this episode is packed with practical takeaways you can implement right away. Show Notes (00:00) Intro & Disclaimer (00:55) Intro to Sandi Martin (03:24) The CBC Marketplace Exposé on the Canadian Banking Industry (09:52) The Problem with Aggressive Marketing of Lines of Credit (12:00) Sandi's Transition into the Canadian Advice-Only Space (14:25) Early Marketing Strategies for Getting Advice-Only Clients (17:37) Why Sandi Runs a Solo Operation (19:49) Financial Planning Nuances in Divorce and Partnerships (24:08) Maintaining Autonomy and Control Over Your Work Schedule (25:55) Emergency Funds Debate: Cash Savings vs. Lines of Credit (29:14) The RRSP vs. TFSA Debate and Viewing Accounts as Tools (34:05) The Essential Role of Planners in Retirement Income Strategies (38:45) Factoring Late-Life Healthcare and Assisted Living Costs into Your Financial Plan (42:40) The Dominance of High-Fee Mutual Funds in Canada (47:08) The Benefits of Talking Openly About Money (49:37) Conclusion

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