Best Kyle Pearce Jon Orr Podcasts (2025)

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Building Coherence Between Math Coaches, Principals, and Teachers 18:32

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1h ago18:32

18:32

This episode is a debrief of the article Coaching for Coherence: How Instructional Coaches Lead Change in the Evaluation Era by Woulfin & Rigby (2017). We explore how math coaches can lead meaningful instructional improvement when their role is clearly defined and aligned with both evaluation systems and the goals of ambitious instruction. You’ll h…

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You’ve Hit Your Financial Freedom Number… Now What? 29:25

18h ago29:25

29:25

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 happens when you finally reach your financial freedom number—only to realize the journey’s far from over? You’ve spent years grinding, saving, and investing smart to hit your retirement…

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Teaching Math with the Brain in Mind: Insights from Liesl McConchie 48:31

3d ago48:31

48:31

Are your students' math struggles rooted in what they know—or how they feel about math? If your math learners seem disengaged, anxious, or convinced they're just “not math people,” you’re not alone—and it’s not a curriculum issue. Decades of research show that emotions drive attention, memory, and learning. That means even the best-planned lesson c…

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The Smart Way to Unlock Your Canadian HoldCo’s Cash with Private Equity 51:18

5d ago51:18

51:18

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 retained earnings just sitting idle in your corporation — taxed if touched and seemingly out of reach? Many Canadian business owners struggle to unlock the full potential of their c…

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7 Math Coaching Questions That Transform Teacher Conversations 12:44

6d ago12:44

12:44

If you’ve ever walked out of a math coaching session wondering whether you made an impact, you’re not alone. Many instructional coaches step into the role because they were strong in the classroom—but math coaching teachers requires a different skillset. You’re no longer the expert in front of the room; you’re the thinking partner beside it. And th…

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Are You Optimizing Too Soon? The Retirement Planning Mistake Most Canadians Make 23:21

7d ago23:21

23:21

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 racing to optimize your investments before figuring out if you’re even on track for retirement? Many Canadians jump straight into strategies like the Smith Maneuver, tax efficiency, …

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Visual Patterns That Lead to Algebra: Designing Math Tasks That Surface Student Thinking 25:39

10d ago25:39

25:39

Are we underestimating what young math learners can do with algebra — just because they’re young? If you've ever watched a student skip the reasoning and jump straight into "finding the answer," you're not alone. In this episode, Yvette Lehman shares a raw, real experience that started with a misstep and turned into a breakthrough. Through a single…

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Smith Manoeuvre, RRSPs, HELOCs, and Spousal Income: Where Many Canadians Get Wealth Structuring Wrong 23:59

12d ago23:59

23:59

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 Is using the Smith Manoeuvre actually the smartest strategy for your family's financial future—or just a well-known tactic that needs deeper thought? If you're earning a strong income, filli…

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How to Define The Right Milestones That Drive Math Improvement 26:00

14d ago26:00

26:00

In this episode, Jon Orr and Yvette Lehman unpack the difference between long-term objectives and short-term key results. Through a real coaching conversation, they explore how to define milestones that reflect real progress—even when the win is simply establishing a structure or doing what you said you’d do. Not all results have impact right away—…

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Why Most Canadian Business Owners Will Never Sell for Millions 20:39

14d ago20:39

20:39

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 actually building a business you can sell — or just a high-paying job you’ll eventually walk away from? Many Canadian entrepreneurs dream of cashing out with millions thanks to the l…

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What If the Report Card Doesn’t Match the Math You’re Seeing? 32:45

17d ago32:45

32:45

It’s early in the school year. You’re reviewing student math work and noticing some red flags—math concepts that should be solid just aren’t there. But when you check their file, you see As and Bs from last year. So what now? In this episode, we unpack the tension many educators face: How do you trust your math professional judgment while navigatin…

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From Mortgage-Free to Triplex: A Canadian Playbook for Smart Leverage 25:02

19d ago25:02

25:02

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 turn a $60K starter home into a launchpad for long-term financial freedom—by age 25? Too many young families feel stuck between rising housing costs and stagnant incomes. B…

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Turn Your Next Book Talk into a Book Do: The Shift That Changes Everything 22:27

20d ago22:27

22:27

Book talks have become a popular way to spark professional learning, but in many cases, they don’t go far enough to create real change—especially in math. In this episode, we explore how to take math book talks to the next level by transforming them from simple discussions into actionable learning opportunities. We’ll break down the difference betw…

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Two Smart Strategies to Unlock Family Wealth—Without Triggering Conflict 33:46

21d ago33:46

33:46

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 struggling to help your aging parents make smart financial decisions—without damaging trust or creating tension? Many mid-life wealth builders face a unique challenge: balancing thei…

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How To Help Students Choose the Right Math Operation 23:55

23d ago23:55

23:55

It’s a familiar challenge— when it comes to deciding which math operation to use, students get stuck. In this episode, we explore one of the often overlooked reasons: a lack of understanding around mathematical structure and behaviour. We dive into what’s really needed for students to confidently choose the appropriate operator, with a focus on str…

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A Canadian Business Owner Retirement Plan: Corporate Cash + RRSP Strategies for Financial Freedom Seekers 39:09

26d ago39:09

39:09

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 Should you pull your corporate cash into your RRSP—or let it grow inside your company? If you’ve sold your business or have a chunk of money trapped in a corporation, you’re probably wonderi…

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How Impactful Is Math Coaching? 26:23

28d ago26:23

26:23

Is your math coaching program truly transforming classroom practice—or just treading water? Many districts wrestle with whether coaching is worth the investment or how to maximize its impact. If you've ever wondered why some schools see real progress while others stall while striving for sustainable math improvement—despite similar coaching setups—…

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Design a Risk System That Protects Your Retirement & Financial Freedom (No Perfection Required) 13:12

28d ago13:12

13:12

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 holding back from your next investment move or sticking to your retirement goals because you’re concerned of being wrong? Too many entrepreneurs and investors get stuck chasing “the …

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When Math Curriculum Alignment Feels Like a Threat to Your Autonomy 26:09

1M ago26:09

26:09

Is it possible for teachers to have both autonomy in their math classroom and alignment with district goals? In this episode, we challenge the idea that autonomy and alignment are opposing forces. Instead, we explore how they can work together to create strong, consistent math programs while still honouring professional judgement and instructional …

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Optimize Your Wealth Reservoir: The Smart Way to Balance Age and Funding with a Whole Life Insurance Policy 18:25

1M ago18:25

18:25

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 Is saving your age with a backdated participating whole life insurance policy really the smartest financial move—or could it cost you more than it saves? If you’ve ever considered using part…

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How to Lead Math PD Without False Authority 25:14

1M ago25:14

25:14

In this episode, we reflect on a challenge many math leaders face: the risk of presenting ourselves with false authority. Whether we’re facilitating professional learning, supporting instructional coaches, or engaging in school- or district-wide math conversations, strong convictions can easily be mistaken for certainty. But leading meaningful chan…

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How Achieving Financial Freedom & Retirement is Dependent On A Team & Pathway: The Power of Financial Partnerships 12:04

1M ago12:04

12:04

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 What if the key to unlocking your next financial breakthrough isn’t the plan itself—but who’s with you along the way? Too many entrepreneurs and investors try to build wealth in isolation, o…

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The Math Screener Struggle Is Real | Why & How To Use Math Screeners With Impact 33:28

1M ago33:28

33:28

Math Screeners… Diagnostics… Assessments… It’s easy to get lost in the language of math data. In this episode, we unpack the similarities and differences between math screeners and diagnostics, share where we stand on the topic, and offer insights from real classroom experiences. We’ll talk about the benefits we’ve seen, the challenges that can tri…

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The Costly Mistake Canadian Business Owners Make With Dividends and Payroll 25:31

1M ago25:31

25:31

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 earning more than $500K in your corporation — and unknowingly setting yourself up for a surprise tax bill? Many incorporated Canadian entrepreneurs get caug…

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Leading Without Authority: How Coaches Can Activate Math Leadership in Schools 21:19

1M ago21:19

21:19

We know school administrators play a crucial role in driving long-term math improvement—but what happens when you're a coach or teacher leader trying to create change without formal authority? In this episode, we dive into the practical side of leading from the middle. If you're trying to build a team, clarify roles, and move math goals forward—thi…

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How an Ontario Business Owner Secured a $750K Asset—Without Losing Access to Liquidity 28:51

1M ago28:51

28:51

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 If you’re a Canadian business owner juggling retained earnings, long-term growth, and real estate goals, this episode unpacks a real-world strategy you can’t afford to miss. Discover how an …

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Boost Math Participation & Discourse with These Simple Math Routines 17:46

1M ago17:46

17:46

Fresh from the 2025 NCTE-NCTM conference in Chicago, our team reflects on one powerful math instructional routine that stood out—an approach that sparked ideas for both classroom practice and professional learning design. In this episode, we highlight a key move from Annie Forest’s session, rooted in the cooperative learning strategies of Spencer K…

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Is Your Retirement Plan Tax-Inefficient? Mistakes Even Smart Canadian Business Owners Make | A Case Study 25:37

2M ago25:37

25:37

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 missing out on a hidden tax-free opportunity inside your corporation? If you’ve sold a Canadian business or a corporate-held property and now face the question of where to grow your …

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From Passive to Powerful: Transforming the Principal's Role in Math Leadership 23:53

2M ago23:53

23:53

We know principals are busy—constantly managing urgent issues and putting out fires. But we also know this: school-level change is the most powerful lever we have for improving student learning in math. So the real question is: are we setting school leaders up for success? In this episode, we help you reflect on your current systems and support str…

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You Can’t Sell Chaos: The #1 Mistake Killing Your Canadian Financial, Retirement, and Business Plans 28:51

2M ago28:51

28:51

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’s the real reason your business—or your wealth plan—isn’t worth as much as you think? Whether you're planning to sell your business in Canada or just want to build lasting wealth, most …

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Small Summer Shifts That Set You Up for a Better Math Focused School Year 27:15

2M ago27:15

27:15

The end of the school year can feel like a whirlwind—agitated students, hot classrooms, and a growing list of to-dos. But before rushing into summer, we need to pause, reflect, and make space for restoration and inspiration. In this episode, we help you reframe the homestretch—not as something to survive, but as a chance to celebrate growth, restor…

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Why Net Worth Alone Won’t Get You to Financial Freedom in Canada 25:43

2M ago25:43

25:43

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 your dream vacation property is actually delaying your path to early retirement? You’re hustling to build wealth, investing in real estate, running your business, and maybe even fant…

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Why Principals Must Lead School-Level Change In Mathematics 23:15

2M ago23:15

23:15

We know principals are busy—constantly managing urgent issues and putting out fires. But we also know this: school-level change is the most powerful lever we have for improving student learning in math. So the real question is: are we setting school leaders up for math success? In this episode, we help schools and districts reflect on their current…

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House Hacking in Canada: Genius Strategy or Hidden Tax Trap? 32:38

2M ago32:38

32:38

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 Is sacrificing your home’s capital gains tax exemption really a deal breaker when it comes to house hacking in Canada? For many Canadians, homeownership feels like an impossible leap — espec…

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3 Ways to Set Students Up for Summer Math Success | Your Summer Math Program 27:20

2M ago27:20

27:20

Summer learning loss in math is real—and it doesn’t affect all students equally. In this episode, we explore how the summer slide disproportionately impacts historically marginalized students and what teachers can do now to change that trajectory for mathematics. From family partnerships to incentive programs and low-effort prep ideas, we’ll walk y…

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The Hidden Tax Traps of Scaling Real Estate and Day Trading Without a Plan 30:15

2M ago30:15

30:15

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 trying to scale your real estate investments while navigating the complexities of day trading profits, corporate structures, and tax strategy? If you’re building wealth through real …

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How To Unpack Math Standards with Teachers: The Strategy Every Math Team Needs 39:36

2M ago39:36

39:36

Math curriculums and standards are more ambitious than ever—often asking teachers to cover more than a year's worth of learning in less than 10 months. Many districts have wisely taken the first step by identifying priority math standards. But the real magic happens in what comes next: unpacking those standards. In this episode, we dive into what i…

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Canadian Real Estate Investing with Other People’s Money (OPM): Myth vs. Reality 17:02

2M ago17:02

17:02

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 risking your financial future by blindly following the use “Other People’s Money (OPM)” playbook in real estate investing? If you’ve ever been tempted by social media gurus promising…

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Why Your Fact Fluency Fix May Have Failed (So far) & What To Do Next 38:18

2M ago38:18

38:18

We were told to move away from flashcards, multiplication drills, and timed tests in math class—and for good reason. These practices didn’t support mathematical reasoning and often damaged student confidence and identity. But in our well-intentioned shift, many educators were left asking: What do we do instead? In this episode, we reflect on what w…

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4 Financial Milestones to Ensure Your Early Retirement Strategy Works — Are You on Track? 20:34

2M ago20:34

20:34

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 does a nearly perfect Canadian financial freedom health score look like — and where do even the best wealth planners stumble? If you're working hard, investing smart, and wondering if y…

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Create End of Year Impact | Adopt, Adapt, Abandon For Your Math Program 24:03

2M ago24:03

24:03

As the school year winds down, it’s time to reflect—not react on your math impact. In this episode, we dive into one of the most important (and often skipped) parts of sustainable change for math programs: reflection and intentional decision-making. Using the Adopt, Adapt, Abandon protocol, we’ll guide you through how to evaluate what worked, what …

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How to Start Your Canadian Real Estate Investing Journey Without Fear or Failure 36:55

2M ago36:55

36:55

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 would you do if you had $60,000 available on your Home Equity Line of Credit (HELOC), a stable job, and a dream of real estate investing—but fear, family dynamics, and financial uncerta…

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When High Scores Lie: Rethinking How We Assess in Math Class 23:56

2M ago23:56

23:56

On a recent coaching call, we spoke with a new teacher who was feeling great about a math quiz her students had just aced—until she wasn’t. The quiz focused on using the array model for multiplication, and students were awarded points for drawing the array and getting the right product. But when we looked deeper, something didn’t sit right: Did the…

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Phased Selling: The Smarter Way to Shift Family Wealth | Canadian Investment Portfolios 23:49

3M ago23:49

23:49

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 fixing your aging parent's high-fee investment portfolio triggered a $200,000 tax bill here in Canada? Many Canadians discover too late that cleaning up a poorly managed investment p…

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What We Got Wrong (and Right) in Our Last Full-Day Math PD 25:00

3M ago25:00

25:00

Planning a full-day professional development session for math can feel like a golden opportunity—and a daunting challenge. How do you make the most of extended time with educators while keeping energy high, engagement strong, and math learning impactful? In this episode, we reflect on our most recent full-day math PD session and unpack the choices …

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The Hidden Bias Costing Canadian Investors Thousands 36:52

3M ago36:52

36:52

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 investment and business decisions secretly driven by fear of losing money more than the potential to gain? Whether you're chasing high returns through crypto, real estate, or equiti…

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19 Years of Advice on Teaching Through Math Tasks in 25 Minutes 29:13

3M ago29:13

29:13

In this reflective and candid episode, we dive into the lessons we’ve learned since shifting to a task-based approach to teaching math. With over 19 years (combined) of experience experimenting, adjusting, and growing, we each share one key insight we wish we had known earlier. From choosing the right math task to setting up your classroom for enga…

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23 Years Old & Already Thinking Like A Millionaire: A Canadian Business Owner Case Study 29:09

3M ago29:09

29:09

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 lay the perfect financial foundation for your future? Whether you're just starting your Canadian business journey or already juggling multiple ventures, knowing how and whe…

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Your School or District Math Improvement Plan Dashboard: A Walkthrough Guide 38:31

3M ago38:31

38:31

How do you know if your district’s math improvement plan is truly making an impact—and can you prove it before the test scores roll in? If you're a district math leader overwhelmed by fragmented documents, unclear goals, and scattered PD efforts, this episode will feel like a reset button. Too often, school systems lack a cohesive strategy for driv…

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When Easy Leverage Beats Complex Strategies - A Canadian Business Owner Case Study 33:56

3M ago33:56

33:56

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 leveraging your assets the smart way here in Canada—or making it harder than it needs to be? Many Canadian business owners and investors have both corporate and personal assets—but f…