Our guest this episode is Moira Rose Váně — a full-time lawyer and Qualified Associate Financial Planner® who specializes in helping Canadian families save for their kids’ education through RESPs.

In this conversation, Dave and Moira take a deep dive into everything you need to know about RESPs — from how they work to how to invest inside them to the often-overlooked pitfalls like high fees and estate planning risks when grandparents are involved. They also break down strategies for maximizing government grants, optimizing withdrawals and why family RESPs can be such a powerful tool. Along the way, Moira shares her perspective on passive investing, her unique career path as both a lawyer and financial planner and the financial planning challenges that disproportionately impact women.

Whether you’re a parent, grandparent or planning to have kids in the future, this episode is packed with clear, practical advice to help you make the most of RESPs and avoid costly mistakes.

Show Notes

(00:00) Intro & Disclaimer

(00:55) Intro Moira Rose Váně

(02:10) Being a Lawyer and a Financial Planner

(04:28) Why Moira is Focusing on RESPs

(07:27) RESP Basics: What Is It & How It Works

(10:33) How to Invest Inside Your RESP

(14:06) Index Funds & The Evidence for Passive Investing

(15:38) The Problem With Group RESPs

(16:43) Best Platforms for Self-Directed RESPs

(19:37) Getting Grandparents Involved in RESPs

(21:14) The Impact of Fees on RESPs

(22:19) Estate Planning Risks When Grandparents Are Subscribers

(24:19) How Taxes Work With RESPs

(27:35) Why Dave and Moira Like Family RESPs

(30:04) Withdrawing from Your RESP: Strategies & Common Mistakes

(32:21) Financial Planning Challenges Unique to Women

(38:26) Moira’s 12-Month Implementation Advice Model

(43:29) Conclusion

Our guest this episode is Doug Hoyes — Co-Founder of Hoyes Michalos, Licensed Insolvency Trustee and one of Canada’s leading experts on debt and personal insolvency. Doug has spent decades helping Canadians navigate financial hardship and is a passionate advocate for ensuring people understand their options and find the right path forward.

In this episode, Dave and Doug dive into the world of debt, bankruptcy and consumer proposals — what they are, how they work and when each option might make sense. They break down how Licensed Insolvency Trustees operate, how consumer proposals are negotiated and what actually happens if you file for bankruptcy (what you keep, what you lose and who typically ends up choosing each path). Doug also shares insights into why so many Canadians are struggling with debt today, from inflation and the “K-shaped” economy to mortgage renewals, rising vehicle costs and the financial impact of divorce.

The conversation also explores some of the lesser-discussed drivers of debt including gambling, travel spending and lifestyle creep, along with practical advice on when to seek help and why early action can make a significant difference. Doug brings decades of real-world experience to highlight common mistakes and what people can do to avoid them.

If you want a clear, practical understanding of debt and insight into the Canadian economy from someone with boots on the ground, this episode is packed with insights you won’t want to miss.

Show Notes

(00:00) Intro & Disclaimer

(00:55) Intro to Doug Hoyes

(01:51) Why Debt Education is So Important

(03:11) Inflation and the K-Shaped Economy

(07:29) Consumer Proposal vs. Bankruptcy Explained

(09:18) How the Trustee Negotiates Consumer Proposals

(10:37) Who Ends Up Filing Bankruptcy vs. Consumer Proposal?

(12:34) Who Should Talk to a Licensed Insolvency Trustee and When?

(17:03) If You Claim Bankruptcy, What Do You Lose vs. Keep?

(19:48) How Do People Get Into Trouble with Debt?

(24:02) Gambling's Role in Insolvency

(25:38) Historical Homeownership Rates Among Insolvency Clients

(27:02) Mortgage Resets and the Condo Crash

(29:56) Vehicles Can Be a Major Financial Trap

(32:54) Divorce and the Financial Cost of Separation

(34:53) Travel and Debt

(36:38) No One Cares About Your Money More Than You Do

(38:20) Rapid Fire Questions

(40:43) Conclusion

Our guest this episode is Ben Felix — Chief Investment Officer at PWL Capital, co-host of the Rational Reminder podcast and creator of one of the most respected investing YouTube channels, @BenFelixCSI. Ben is a returning guest from Episode #5, one of our most popular episodes to date.

In this episode, Dave and Ben go through a rapid-fire Q&A on some of the most important (and misunderstood) topics in investing. They cover everything from the biggest mistakes investors make to the difference between investing and gambling to why professional investors struggle to beat the market and common misconceptions about dividends. Ben and Dave also break down the flaws with covered call funds, market timing, and touch on other topics like annuities, crypto, homeownership, life insurance and all-in-one ETFs.

If you want clear, evidence-based answers to your biggest investing questions this is an episode you won’t want to miss. Tune in now on our website, YouTube, Apple Podcasts, Spotify and all other podcasting platforms!

Show Notes

(00:00) Intro & Disclaimer

(00:55) Intro to Ben Felix

(04:22) A Huge Investor Mistake: Not Owning Enough Equities

(06:04) The Difference Between Investing and Gambling

(07:33) Increasing Your Income is One of the Best Things You Can Do for Your Personal Finances

(08:55) Dave and Ben’s Advice: Don’t Trade Options

(09:40) Why Professional Investors Struggle to Beat the Market

(13:40) Misunderstandings About Dividends

(16:11) Why Covered Call Funds Underperform Over the Long Run

(20:17) Even Experts Can’t Effectively Time the Market

(23:18) High Valuations and Expected Returns

(25:12) Behavioural Traps: Overconfidence and Pessimism

(27:31) The Role of Annuities in Retirement Planning

(32:03) Crypto and Prediction Markets

(35:21) Renting vs. Owning a Home

(38:56) The True Maintenance Costs of Home Ownership and “While We’re At It”

(40:46) Is Life Insurance a Good Investment Product?

(45:03) How Often Should You Check Your Portfolio?

(46:30) The Benefits of All-in-One Asset Allocation ETFs

(48:12) The Behaviour Gap in Investing

(48:53) The Positive Evolution of the Financial Advice Industry

(54:15) Conclusion

Our guest this episode is Ron Butler — owner of Butler Mortgage and a 30-year veteran of the Canadian mortgage brokerage industry. Ron returns as a repeat guest after being a fan favourite when he first joined us back in episode #8. He’s widely known for his blunt takes on the housing market through social media and the Angry Mortgage Podcast.

In this conversation, Dave and Ron tackle the current state of Canada’s housing and mortgage markets — from what Ron calls “the Ontario real estate disaster” to his outlook for real estate in 2026. They discuss the looming shortage of new single-family construction, whether municipalities will have to cut development fees and why housing prices remain so high relative to incomes. Ron also explains mortgage basics, why using a mortgage broker can matter, the hidden risks of co-signing a mortgage and the growing issue of homeowners sitting on mortgages with little or no equity.

They also explore several major trends shaping the market right now, including the huge wave of mortgage renewals coming in 2026, the rise of extended amortizations, questionable behaviour in the private mortgage market and why moving homes is often far more expensive than people realize. Along the way, Ron and Dave discuss their thoughts on inflation, job security, the future of real estate investors and even how AI could begin affecting white-collar employment.

If you want a candid, big-picture look at where Canada’s housing market might be headed, this episode is packed with insight, strong opinions and practical perspective.

Show Notes

(00:00) Intro & Disclaimer

(00:55) Intro to Ron Butler

(02:32) Real Estate Market Update: The Ontario Disaster

(03:36) Is a Real Estate Crash Good for Young Canadians?

(04:42) 2026 Real Estate Forecast

(05:36) The Looming Crisis of No New Single-Family Construction

(09:03) Do Municipalities Have to Cut Their Development Fees?

(11:45) Mortgage Basics

(13:17) The Impact of the War in the Middle East on Mortgage Rates

(15:51) Housing is Still Expensive Relative to Incomes

(18:25) Inflation and Its Impact on the Bottom 50% of Income Earners

(23:55) The Hidden Dangers of Co-Signing a Mortgage

(25:23) Underwater Mortgages With No Equity

(26:22) Why Should Someone Use a Mortgage Broker?

(28:40) 2026 Will Be the Biggest Year for Mortgage Renewals in Canadian History

(30:04) Are Many Canadians Extending Their Amortization

(31:24) The Vanishing Starter Home: Why We Only Build Big

(33:47) Private Mortgage Misbehaviour

(35:20) Moving is Way More Expensive Than People Realize

(37:03)  The Collapse of Rural Real Estate as Offices Call People Back

(38:47) Are Lenders Concerned About Job Security?

(39:52) Are Real Estate Investors Going to Come Back to the Market?

(42:37) How AI Is Already Cutting White Collar Hiring

(44:03) Conclusion

Our guest this episode is Rob Carrick — longtime personal finance columnist at The Globe and Mail and one of Canada’s most respected voices on money. Rob returns as our first-ever repeat guest after being a fan favourite back in episode #3!

For 27 years, Rob helped Canadians make sense of investing, housing, debt and retirement through his widely read column at The Globe. He semi-retired in the spring of 2025 and now writes a Substack newsletter, does public speaking and contributes biweekly columns to The Globe.

In this episode, Dave and Rob cover a wide range of timely topics — from Rob’s transition into semi-retirement and how people can successfully navigate retirement themselves, to the growing role of advice-only financial planners and why the quality of financial advice in Canada has improved dramatically. They also dive into broader economic issues affecting Canadians today, including inflation, mortgage renewals, household debt levels, the true cost of home ownership and whether Canadians should be counting on their homes to fund retirement.

It’s a thoughtful, wide-ranging conversation with one of Canada’s most experienced personal finance journalists — packed with practical insights and big-picture perspectives on money in Canada today.

Rob Carrick's Substack: https://robcarrickpf.substack.com/

Show Notes:

(00:00) Intro & Disclaimer

(00:55) Intro to Rob Carrick

(02:18) Rob’s Retirement From The Globe and Mail

(04:47) The Power of Reader Feedback

(06:39) Rob’s Impact on Readers

(08:06) How to Successfully Transition to Retirement

(11:05) Finding Purpose in Retirement in Key

(13:27) The Rise of Advice-Only Financial Planners

(17:25) The Quality of Financial Advisors Has Increased Dramatically

(22:55) Why Almost Everyone Needs a Financial Advisor Near Retirement

(25:41) Pros and Cons of Advice Only Financial Planners

(28:30) The Power of Paying Yourself First

(29:17) Should You Ask ChatGPT Your Financial Questions?

(33:37) Inflation and Economic Worries

(35:02) Does CPI Accurately Reflect Inflation?

(36:43) Mortgage Renewals and Financial Strain

(37:59) Canada’s Dangerous Debt Levels

(39:41) The K-Shaped Economy

(41:09) The True Cost of Owning a Home

(44:53)  Counting on Your Home for Retirement and the Realities of Downsizing

(48:30) The High Costs of Aging in Place

(50:09) Conclusion

Our guest this episode is Amber Kanwar, host of the “In the Money” Podcast and former BNN Bloomberg anchor who has spent over a decade covering financial markets and interviewing hundreds of portfolio managers, CEOs, political leaders and major newsmakers across North America.

In this episode, Dave and Amber explore the world of investing and the ongoing debate between active and passive strategies. They discuss whether active managers can truly beat the market, whether retail investors should pay attention to the daily moves of the stock market and whether strategies like private equity are right for everyday Canadians.They also discuss why women remain underrepresented in finance, the differences in investing behaviour between men and women, and what lessons investors can learn from their mistakes.

It’s a wide-ranging conversation filled with thoughtful insights on investing, markets and the future of the economy.

Show Notes

(00:00) Intro & Disclaimer

(00:55) Intro to Amber Kanwar

(04:08) How Amber’s First-Ever Article Become Front Page News at The Globe and Mail

(08:38) Leaving BNN Bloomberg to Start a Media Company

(13:45) The Debate: Active vs. Passive Investing

(19:38) Hard-Hitting Interviews and Past Performance Metrics

(21:05) Is Private Equity a Good Investment for Retail Investors?

(25:39) Learning From Investing Mistakes

(27:30) Why Are Women Underrepresented in Finance?

(28:30) Investing Differences Between Men and Women (on Average)

(32:38) The Difficulty of Investing Based on Macro Forecasts

(37:56) Outperformance in Small- and Mid-Cap Companies

(40:46) AI and the Impending Loss of Entry-Level Jobs

(43:04) Real Estate Trends

(45:14) Regulation and Business Formation in Canada

(48:14) Talent Retention Challenges for Canadian Businesses

(50:00) Could Passive Investing Break the Market?

(54:58) Conclusion

Our guest this episode is Gary Teelucksingh, author of “Roots of Prosperity” which is a guide to preserving wealth, values and family unity across generations. Gary is also a seasoned financial services expert and consultant with over two decades of experience spanning operations, technology and strategic transformation across North America and beyond.

In this conversation, Dave and Gary explore one of the most challenging topics families face: inheritances and how to talk about money with the people you love. They discuss why estate planning conversations are often avoided, how to add clarity and context to your will to prevent misunderstandings and strategies for navigating unequal inheritances, family cottages and potential hard feelings. Gary also shares insights from his new book, “Roots of Prosperity,” including how families can preserve not just wealth, but values and relationships across generations—and why open communication is the key to a lasting legacy.

If you’ve ever wondered how to start money conversations with your parents or children or want to avoid conflict around inheritances this episode is packed with thoughtful insights and practical advice.

Show Notes

(00:00) Intro & Disclaimer

(00:55) Intro to Gary Teelucksingh

(02:09) Why Families Struggle to Talk About Money

(04:51) Why Estate Planning Conversations Are Considered Taboo

(06:22) Why You Need to Add Colour and Context to Your Will

(08:56) How to Avoid Hard Feelings with Inheritances

(12:30) Leaving Unequal Inheritances to Multiple Children

(14:26) The Challenges of Passing on a Cottage

(16:33) Why Gary Wrote “Roots of Prosperity”

(21:57) How to Talk with Aging Parents About Money

(23:37) The Inheritance Economy

(26:12) Creating the Impetus to Act

(28:07) Conclusion

Our guest this episode is Jon Flynn — Broker of Record at Flynn Real Estate Inc. and a well-respected Realtor with more than 15 years of experience. Jon is also the creator of the popular YouTube channel “Jon Flynn Real Estate Stats” where he analyzes Canadian housing trends and market data to help consumers better understand what’s happening in real estate.

In this conversation, Dave and Jon dive into Canada’s housing market, from how Jon correctly predicted the current downturn to where prices could be headed next. They explore the impact of interest rates, affordability challenges and even artificial intelligence on jobs and housing demand. The discussion also tackles controversial industry topics like realtor commissions, lead generation, double representation and the iPro scandal involving misappropriated trust funds. Jon shares insights on why many markets are stuck, the risks of overpricing in a declining market and why some speculative builds could be in serious trouble.

Whether you’re a homeowner, buyer, investor or just trying to make sense of Canada’s real estate headlines, this episode is packed with insights and practical perspective you won’t want to miss.

Show Notes

(00:00) Intro & Disclaimer

(00:55) Intro to Jon Flynn

(03:04) How Jon Predicted the Real Estate Crash

(05:26) Where is the Real Estate Market Headed?

(08:57) The Impact of AI on Jobs and Real Estate

(11:16) Do Realtors Make Too Much Money?

(14:58) The Debate Over Double Representation

(17:05)  The iPro Scandal and Misappropriation of Trust Funds

(21:32) The Impact of the Cost of Living on Home Buyers

(25:05) “Lowball” Offers

(26:04) Real Estate Markets Around the Country

(28:35) The Dangers of Overpricing Your Home in a Down Market

(32:08)  The Market is Stuck Because of Negative Equity and an Inability to Move Up

(36:08) Speculative Country Home Builds Are in Trouble

(38:46) Conclusion