Best Kyle Pearce Podcasts (2025)

1
The Hidden Cost of Your Financial Plan: The Gap Between Expectation & Reality 18:29

1h ago18:29

18:29

Ready to take a deep dive and learn how to generate personal tax free cash flow from your corporation? Enroll in our FREE masterclass here and book a call here Are your financial planning wins leaving you feeling... underwhelmed? Even with growing savings or a booming Canadian business, it’s easy to feel like you’re financial planning is falling sh…

1
I Can See All The Story (with Lisa Elzey) | Episode 59 39:00

6h ago39:00

39:00

When Lisa Elzey discovered her grandfather flew on a B-17 bomber during D-Day, she knew there was more to uncover… In this continuation of last week's DNA revelation, Lisa shares how researching her grandfather's war buddies unveiled an extraordinary military legacy. From discovering rare crew photos to uncovering first-hand accounts of a harrowing…

1
How To Help Teachers Build Resilient Problem Solvers in Math - Reverse Engineering Your Goals 22:10

2h ago22:10

22:10

In this case study episode, we dive into a common but concerning classroom reality: students passively waiting for instructions while teachers carry the cognitive load. This learned helplessness undermines students’ mathematical thinking and independence. So, what can you do as an instructional leader to shift the culture? How can you move from ans…

1
Navigating Big Market Drawdowns: Strategies for Canadian Investors 34:38

4h ago34:38

34:38

Ready to take a deep dive and learn how to generate personal tax free cash flow from your corporation? Enroll in our FREE masterclass here and book a call here Are you building your financial or investment portfolio just to watch it bleed during a downturn? If recent market drawdowns and dips have you wondering whether your DIY strategy is holding …

1
How Project 2025 is Reshaping America with David Graham 53:55

5d ago53:55

53:55

We got a pretty clear heads up about what Trump 2.0 could portend for so many facets of American life. The Mandate for Leadership, also known as Project 2025, is perhaps the clearest compilation of goals for Trump’s second term. Now that 100 days have passed of the second Trump administration, we thought it would be a good time to see where things …

1
S5 | Ep 24 | Benefit Realisation: A Business Focused Approach to Data & Analytics Leadership with Angela Pearce, Chief Data Officer at Pension Insurance Corporation Plc 46:47

4d ago46:47

46:47

In Episode 24, of Season 5 of Driven by Data: The Podcast, Kyle Winterbottom is joined by Angela Pearce, Chief Data Officer at Pension Insurance Corporation Plc, where they discuss how a varied career background and business focused approach allowed her to deliver multi-million pound benefits, which includes; Why working in hospitality early in her…

1
Three (3) Critical Math Topics To Avoid Rushing To The Algorithm 19:14

1d ago19:14

19:14

In the push to cover content and keep pace, it's easy to jump straight to the algorithm. But what if that focus on efficiency is doing more harm than good? In this episode, we explore how rushing to procedures can rob students of opportunities to reason, make connections, and develop true mathematical understanding in three(3) critical math topics.…

1
When to Fund the RRSP Over Using the Smith Maneuver - A Blueprint for Canadian Business Owners 24:37

4d ago24:37

24:37

Ready to take a deep dive and learn how to generate personal tax free cash flow from your corporation? Enroll in our FREE masterclass here and book a call here Are you a Canadian business owner wondering whether to keep investing through your corporation, maximize your RRSP, or leverage the Smith Maneuver — and how each choice could impact your lon…

1
I Can Live With the Truth (with Nidel Day) | Episode 58 47:17

5d ago47:17

47:17

When DNA results revealed a puzzling Quebec connection in Lisa Elzey's family tree — everything she thought she knew was called into question... Join me for an intimate conversation with my podcast producer Lisa and her mother Nidel as they unravel a family mystery that remained hidden for over seven decades. Witness how modern genealogy technology…

1
Why Most District Math Improvement Plans Fail (And How to Fix It) 26:50

5d ago26:50

26:50

District improvement efforts often stall—not because of a lack of intention, but because of misaligned objectives, vague goals, or a failure to track meaningful progress. In this episode, we dig into the foundational question: What are we really trying to achieve? You'll learn how to craft clear, lofty district-wide objectives that serve as a true …

1
Think You're Diversified? The Risk Hiding in Your Canadian Portfolio 31:13

6d ago31:13

31:13

Ready to take a deep dive and learn how to generate personal tax free cash flow from your corporation? Enroll in our FREE masterclass here and book a call here Are you unknowingly putting your investments or your Canadian portfolio at risk by focusing too narrowly on familiar markets? Many investors, especially in Canada, believe they're achieving …

1
Protests, Political Violence and Its Alternatives with Erica Chenoweth 57:59

12d ago57:59

57:59

You’ve probably seen footage or photos of people protesting the Trump regime. Some data suggests that the volume of protestors is higher than in Trump’s first term. But at the same time, you might be wondering if we’re seeing enough civil resistance to preserve American democracy. Our guest this week is one of the authors of a study that found that…

1
S5 | Ep 23 | Rethinking Work: People, Agents & the Future of HR with Angela Le Mathon, Vice President; People Data & Analytics at GSK 52:08

10d ago52:08

52:08

In Episode 23, of Season 5 of Driven by Data: The Podcast, Kyle Winterbottom is joined by Angela Le Mathon, Vice President; People Data & Analytics at GSK, where they discuss the role of HR in an Agentic AI enabled world and it's implications on the workforce, which includes; Differences between applying analytics in HR versus other domains. Why pe…

1
Avoiding The Trap of Algorithms in Math - An Interview with Pam Harris from Math Is Figureoutable 39:46

8d ago39:46

39:46

Are we teaching students fake math — and missing the chance to build real mathematical thinkers? If you've ever felt frustrated that your students are following procedures without true understanding — or wondered why some students seem "mathy" while others struggle — this conversation with math is figureoutable’s Pam Harris will open your eyes. Tog…

1
How Fast Can I Access Leverage? Utilizing The Cash Value From Whole Life Insurance 14:04

11d ago14:04

14:04

Ready to take a deep dive and learn how to generate personal tax free cash flow from your corporation? Enroll in our FREE masterclass here and book a call here How soon can you actually use your high early cash value participating whole life insurance policy to invest? Days, months or YEARS? If you’re an ambitious real estate investor or incorporat…

1
One Year Anniversary - I'm So Glad You're Here | Episode 57 50:30

12d ago50:30

50:30

For one year straight, I've shared stories that remind us we're all connected through the messy, beautiful threads of family history — and today, I'm celebrating YOU. Recorded live at RootsTech 2025, this anniversary episode is a reflection of the incredible stories we've uncovered together, from my great-great-grandmother Carrie to DNA discoveries…

1
How To Convert Math PD Into Classroom Action 25:45

12d ago25:45

25:45

As a K-12 math coordinator, coach, leader are you constantly collecting resources, leading PD, and chasing the next big idea—only to wonder if any of it is actually changing classroom practice? If you're a math coach, coordinator, or administrator who feels stuck in a loop of sharing best practices without seeing those practices transferred consist…

1
The Hidden Cost of Passive Income (And How to Fix It): A Canadian Business Owner Case Study 31:46

13d ago31:46

31:46

Are your passive income investments growing your wealth—or growing your tax bill? It's easy to think that getting started is the hardest part of building wealth. But what happens after you've begun? For many investors—especially Canadian business owners balancing personal and corporate assets—the next steps are the most financially impactful. How d…

1
“Trump Is Not a King” with NY Attorney General Letitia James 54:39

19d ago54:39

54:39

A good amount of institutions have capitulated and complied in recent months with many of the Trump administration’s actions that far overstep executive authority. At the same time, we’ve seen a few places where there has been opposition and resistance to tactics employed by the Trump 2.0 regime. Some of the most pushback has come from democratical…

1
S5 | Ep 22 | Everything You Need to Know About Data Leadership Hiring with Kyle Winterbottom, CEO/Founder of Orbition Group 55:45

14d ago55:45

55:45

In Episode 22, of Season 5 of Driven by Data: The Podcast, Kyle Winterbottom shifts from host to guest as we're joined by a 'special guest host' where Kyle is quizzed on all things related to the data and analytics talent landscape, which includes; Spending almost 15 years in D&A Talent. Starting Orbition in lockdown in 2020. Having bold, controver…

1
Parent Pushback: How to Teach High Quality Math Instruction Without the Backlash 27:38

17d ago27:38

27:38

How can we bridge the gap between modern math classrooms and the way our generation learned math? Today’s classrooms look nothing like they did 20 years ago—by design. But while educators are embracing student-centered math that fosters deep understanding, many parents are left confused or concerned. Kelly Green, an experienced educator and math co…

1
When NOT to Do The Smith Maneuver - A Case Study Exposing a Common Tax Trap 29:04

18d ago29:04

29:04

Is the Smith Maneuver really the smartest move for the extra money you have sitting around? What about for a corporation’s retained earnings? If you're an incorporated business owner in Canada, you've likely heard the hype around using the Smith Maneuver to make your mortgage tax-deductible and accelerate your investments. But what if tapping into …

1
We Wear a Poppy (with Simon Pearce) | Episode 56 39:39

19d ago39:39

39:39

When Simon Pearce discovered his great-great-uncle Howard's name on a casualty list from WWI, his heart skipped a beat — launching a 20-year quest to piece together the life of a man he never met but now feels deeply connected to... In this moving conversation, Simon, an Ancestry military history expert, shares how Howard's service from China to Ga…

1
Transform A Compliance-Driven Math PD Calendar Into Real Change 24:51

19d ago24:51

24:51

Math professional development is everywhere—but is it actually helping teachers grow? In this episode, we explore Jim Knight’s Outside-In and Inside-Out models of professional learning, diving into why traditional top-down math PD often fails to make an impact and what happens when teachers take the lead in their own learning. Learn how math PD can…

1
Navigating Canadian Real Estate with Investors Nick Hill and Daniel Foch 57:03

20d ago57:03

57:03

What’s holding Canadian real estate investors back from taking action — and how can creative financing unlock deals in today’s tough market? With rising rates, tighter lending, and uncertain prices, it can feel impossible to break into or scale in Canadian real estate. In this episode, we’re joined by Nick Hill and Daniel Foch, hosts of the Canadia…

1
‘America, América' with Greg Grandin 57:57

26d ago57:57

57:57

The United States is pretty intertwined with Latin America. So why has it historically been seen as more of a European outpost as opposed to a nation in the Western hemisphere that is part of the broader Americas? Our guest this week points out that there are other ways to understand the history and identity of the U.S., aside from the narrative th…

1
S5 | Ep 21 | The Intersection of Organisational Culture, Operating Models and Transformation with Dan Robertson, Chief Data Officer at Bupa UK 49:45

22d ago49:45

49:45

In Episode 20, of Season 5 of Driven by Data: The Podcast, Kyle Winterbottom is joined by Dan Robertson, Chief Data & Analytics Officer at Bupa, where they discuss the relationship between organisational culture, operating models, change and transformation and delivering value, which includes; How doing a business degree fuelled an interest in usin…

1
How to Support All Students Without ‘Watering Down’ the Math: A Look At MTSS 37:42

22d ago37:42

37:42

Why Your Struggling Students Aren’t Catching Up—Even With Extra Help In this episode, we take a closer look at MTSS—Multi-Tiered System of Supports—through the lens of mathematics. While many schools have a clearer vision of what MTSS looks like in literacy, applying the same structure in math can be more complex. We unpack what Tier 1, Tier 2, and…

1
The Million Dollar Mistake Most Canadians Are Making Part 3 | Smith Maneuver Edition 23:05

25d ago23:05

23:05

Are you making the million-dollar mistake most Canadians don't realize until it's too late? If you're laser-focused on crushing your mortgage as fast as possible, it might feel like the smartest move — but what if that strategy is silently costing you hundreds of thousands in long-term wealth? In this episode, Jon Orr and Kyle Pearce break down the…

1
Marry a Genealogist (with Irene Hantman) | Episode 55 33:12

26d ago33:12

33:12

💕 When a stranger asked Irene Hantman about Arthur Kurzweil's lecture at a Jewish genealogy conference, she never imagined it would change her life forever... In this heartwarming episode, I talk with Irene, an accomplished genealogist and longtime editor of Avotaynu journal, about her 40-year journey through Jewish family history. She shares how r…

1
You Bought a Math Curriculum Resource... Now What? 24:21

26d ago24:21

24:21

School districts often invest significant time and money into purchasing new math curriculum resources, but all too often, those materials end up collecting dust—or worse, being implemented in ways that dilute their impact. In this episode, we unpack what comes after the purchase. How do you move from adoption to actual transformation in the math c…

1
The Million Dollar Mistake Most Canadians Are Making Part 2 | Pay Off Your Mortgage? A Case Study 37:07

28d ago37:07

37:07

Is it smarter to pay off your mortgage fast—or start investing now? Many Canadians instinctively rush to pay off their mortgage early, thinking it’s the safest financial move. But what if that strategy is actually costing you long-term wealth? In this episode, Jon Orr and Kyle Pearce unpack a common—and costly—mistake: letting equity sit idle in yo…

1
‘Being Jewish After the Destruction of Gaza’ with Peter Beinart 55:05

1M ago55:05

55:05

We’re now a year and a half into the war in Gaza. Our guest this week has spent a lot of time thinking and writing about all that has unfolded. Peter Beinart is the author of numerous books including his latest, “Being Jewish After the Destruction of Gaza: A Reckoning” and writes “The Beinart Notebook” on Substack. He’s also an MSNBC analyst and th…

1
S5 | Ep 20 | The Ocado Transformation Story: Redefining Grocery Through Data, AI & Automation with Gabriel Straub, Chief Data Officer at Ocado Technology 41:24

29d ago41:24

41:24

In Episode 20, of Season 5 of Driven by Data: The Podcast, Kyle Winterbottom is joined by Gabriel Straub, Chief Data Officer at Ocado Group, where they discuss how data, AI and automation transformed Ocado and redefined the grocery sector, which includes; Utilising 3rd party technology and the realisation that it wasn’t good enough. Evolving from a…

1
My War Against Algebra Tricks - A Math Mentoring Moment 44:40

29d ago44:40

44:40

Have you been relying on endless algebra flowcharts to nowhere? Are your students relying on tricks and shortcuts instead of truly understanding math? Are they seeing math as a set of disconnected procedures to apply and success comes when you figure out which procedure applies given a set of inputs? Whether you teach elementary or high school, the…

1
How Much Kevin O'Leary Says You Need to Retire — And What Would He Invest In? 19:22

1M ago19:22

19:22

Think you're saving enough for your Canadian retirement — or are you just chasing returns while missing the wealth-building moves that Canadians like Shark Tank’s Kevin O’Leary swear by? For many aspiring high-net-worth Canadians and incorporated business owners, the drive to grow wealth often leads to chasing the next hot stock or investment trend…

1
All I Need is a Warm Glass of Milk (with Brian Donnelly) | Episode 54 28:12

1M ago28:12

28:12

🍀 When Brian Donnelly's grandfather calmly announced he was having a heart attack, nine-year-old Brian's only instruction was to fetch a warm glass of milk… In this heartwarming episode, I chat with the Ancestry Chief Commercial Officer about family remedies that become inside jokes and DNA discoveries that challenge family lore. Brian shares how h…

1
How To Lead Effective Math PLCs 27:05

1M ago27:05

27:05

Not sure what matters most when designing math improvement plans? Take this assessment and get a free customized report: https://makemathmoments.com/grow/ Math coordinators and leaders – Ready to design your math improvement plan with guidance, support and using structure? Learn how to follow our 4 stage process. https://growyourmathprogram.com Loo…

1
Why More Learning Won't Grow Your Wealth (And What To Do Instead for Financial Freedom) 24:40

1M ago24:40

24:40

Is your constant desire for continued learning actually holding you back from financial freedom? It’s possible that your are stuck in a cycle of constant learning without real progress—and you jump from strategy to strategy without giving anything time to work—this episode is for you. Many wealth journey and F.I.R.E seekers fall into the trap of ch…

1
How Process is Killing Progress with Ezra Klein 1:11:08

1M ago1:11:08

1:11:08

Why has America's 20th century vision of innovation and opportunity transformed into a stagnant and stunted dystopian reality? Our guest this week claims that “the crisis that’s clicking into focus now has been building for decades” and it’s all because we haven’t been following building enough. Ezra Klein is host of The Ezra Klein Show podcast, a …

1
S5 | Ep 19 | The Power of Instinct; Why We Could Be Less Data-Driven with Simon Jury, Chief Data Officer at Kingfisher 49:21

1M ago49:21

49:21

In Episode 19, of Season 5 of Driven by Data: The Podcast, Kyle Winterbottom is joined by Simon Jury, Chief Data Officer at Kingfisher, where they discuss the power of instinct and why you shouldn't always ignore it, which includes; Insights from decoupling ASDA from Walmart as VP of Data. Why building the right operating model for a group structur…

1
Maximizing Your PLCs: Turning Collaboration into Real Impact 28:03

1M ago28:03

28:03

Not sure what matters most when designing math improvement plans? Take this assessment and get a free customized report: https://makemathmoments.com/grow/ Math coordinators and leaders – Ready to design your math improvement plan with guidance, support and using structure? Learn how to follow our 4 stage process. https://growyourmathprogram.com Loo…

1
The Safest Retirement Plan in Canada? A Zero-Risk Solution To Cover 100% of Your Lifestyle Needs (And Leave Millions to Your Estate) 36:32

1M ago36:32

36:32

Ready to take a deep dive and learn how to generate personal tax free cash flow from your corporation? Enroll in our FREE masterclass here and book a call here. What if you could fund your Canadian retirement with zero volatility, zero fear, and still leave millions behind—without ever investing in any risk-on assets like the stock market, real est…

1
Ancestors Are Complicated (with Anne Mitchell) | Episode 53 46:22

1M ago46:22

46:22

When Anne Mitchell discovered a tattered family Bible with a handwritten account of an ancestor eagerly joining the Confederate Army in 1861 it changed how she understood her family history. Now, it has also changed how millions might discover their own histories. Anne shares the story of her ancestor John Calvin Gillespie—from excited Confederate …

1
Support or Setback? The Hidden Cost of Front-Loading Support for Math Teachers 15:32

1M ago15:32

15:32

Not sure what matters most when designing math improvement plans? Take this assessment and get a free customized report: https://makemathmoments.com/grow/ Math coordinators and leaders – Ready to design your math improvement plan with guidance, support and using structure? Learn how to follow our 4 stage process. https://growyourmathprogram.com Loo…

1
Hope Is Not A Financial Retirement Strategy: The Silent Threat Limiting Your Portfolio’s Growth 38:48

1M ago38:48

38:48

Ready to take a deep dive and learn how to generate personal tax free cash flow from your corporation? Enroll in our FREE masterclass here and book a call here. Are you making smart financial decisions—or just hopeful ones based on optimism bias? In this episode of the Canadian Wealth Secrets podcast, Kyle Pearce sits down with John De Goey—veteran…

1
Why ‘Everything is Tuberculosis’ with John Green 55:06

2M ago55:06

55:06

Tuberculosis is the deadliest infectious disease in the world. Why does something that’s curable still kill millions every year? And what does this illustrate about global health disparities? John Green is the author of “Everything Is Tuberculosis: The History and Persistence of Our Deadliest Infection.” Green is also the co-creator of Vlog brother…

1
S5 | Ep 18 | The Learnings of Being a CDO on the Board of a PLC with Rob Kent, Data & AI Leader at Greggs 45:09

2M ago45:09

45:09

In Episode 18, of Season 5 of Driven by Data: The Podcast, Kyle Winterbottom is joined by Rob Kent, Data & AI Leader at Greggs, where they discuss the learnings from reporting to a CEO and being on the board of a UK Plc, which includes; Starting a career in IT over 30 years ago. Building D&A functions from scratch on multiple occasions. How the com…

1
How To Prepare For Your Upcoming Standardized Math Test & Reduce Unwanted Pressure 27:47

1M ago27:47

27:47

Not sure what matters most when designing math improvement plans? Take this assessment and get a free customized report: https://makemathmoments.com/grow/ Math coordinators and leaders – Ready to design your math improvement plan with guidance, support and using structure? Learn how to follow our 4 stage process. https://growyourmathprogram.com Loo…

1
How To Reset Your Financial Plan and Know When it’s Time For A Change 18:07

2M ago18:07

18:07

Are you feeling stuck in your financial journey—like no matter what you do, you’re spinning your wheels without making real progress or you’re unsure that your plan is the right plan? If your financial situation isn’t where you want it to be, it’s not because of bad luck—it’s because the system you’ve built around your money is delivering exactly w…

Podcasts Worth a Listen

Kyle Pearce Podcasts

Podcasts Worth a Listen