Best Jon Orr Podcasts (2026)

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How to Escape the Four Money Traps Holding Your Wealth Back 28:00

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4h ago28:00

28:00

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 business owner who technically has freedom—but still can’t take a random Friday off without guilt or cash flow stress? Too many Canadian entrepreneurs feel like prisoners to their …

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Avoid this Mistake When Teaching Multiplication: An Interview with Dr. Alex Lawson 27:11

1h ago27:11

27:11

In this eye-opening episode, math researcher and educator Dr. Alex Lawson challenges one of the most common approaches to teaching multiplication: introducing it as “groups of.” Drawing on years of classroom-based research, Alex reveals why this method might actually be limiting student understanding—and how rethinking multiplication through the le…

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The 3 RRSP Meltdown Strategies Every Canadian Business Owner Should Know 34:47

1h ago34:47

34:47

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 turning your RRSP into a massive tax bill instead of a wealth-building tool? Most Canadians — especially incorporated business owners — obsess over contributing to their …

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The Most Critical Math Improvement Planning Insights for 2026 21:57

1h ago21:57

21:57

You’ve made big moves in your math program—but something still feels stuck. Why? After a full year of supporting school and district teams, we’re reflecting on the shifts that created real traction—and the patterns that quietly stalled progress. Whether you're leading math at the classroom, school, or system level, this conversation names the chall…

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Rest, Reflection & Math Leadership Wins – A Holiday Message from the MMM Team 8:03

2h ago8:03

8:03

Feeling behind? Tired? Wondering if your math improvement efforts are making a difference? In this episode released on Christmas Day, Jon Orr shares a message just for you—educators, coaches, and leaders doing the slow, often invisible work of math improvement. No training, no strategies—just honest reflection and a reminder that you are not alone.…

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Our Holiday Message To You! 8:52

1d ago8:52

8:52

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 Do you ever feel like you should be further ahead financially — even though you’ve been doing everything “right”? As the year winds down, this episode speaks directly to Canadian business ow…

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Why Students Still Hate Math—Even If They Are Scoring High 23:46

10d ago23:46

23:46

You’re seeing growth in the data. Students are performing well. But something feels… off. Maybe they’re disengaged. Maybe they’re saying they don’t like math. Or maybe, they’re just going through the motions. In this episode, the team explores a common but often unspoken tension: how do we balance academic achievement with student enjoyment, confid…

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How to Create Tax Free Passive Income With Your Retained Earnings 17:19

6d ago17:19

17:19

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 quietly shrinking under taxes and inflation — even though your business is thriving? If you’re an incorporated business owner, you’ve likely felt boxed in by bad o…

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When Early Strategies Are No Longer Working: Helping Students & Teachers Move Toward Efficiency in Math 27:01

7d ago27:01

27:01

Ever watched a student solve 146 ÷ 12 by drawing 146 dots… one by one? In this episode, the MMM team dives into a common but frustrating classroom challenge: students who cling to inefficient math strategies like counting on fingers, skip counting, or repeated subtraction—long after they’ve outgrown them. These early strategies worked, and students…

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The Biggest Wealth Lessons for 2026 17:42

8d ago17:42

17:42

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 sitting on piles of retained earnings but still unsure how to actually put your money to work as a business owner? So many incorporated business owners believe they’re “well invested…

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I Taught It… So Why Don’t They Remember?? Tackling Retention in Math From the District Office to the Classroom 17:58

10d ago17:58

17:58

You poured your heart into teaching a key math concept—and a student tells you they’ve never even heard of it. Sound familiar? In this episode, hosts Yvette Lehman and Jon Orr explore one of the most frustrating challenges in math instruction: retention. Why does it feel like students forget everything they’ve learned? And more importantly, what ca…

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Three Mistakes Business Owners & Investors Make During December - While Striving For Financial Freedom 26:12

19d ago26:12

26:12

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 heading into the end of December wondering why your financial progress keeps stalling—despite having strong income or a successful business? This episode dives into the hidden traps …

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Helping Teachers Move Beyond the Algorithm in Math Instruction: Resistance to Teaching Multiple Strategies in Math 17:24

14d ago17:24

17:24

Are your teachers reluctant to move beyond the standard algorithm—even when it clearly isn’t working for their students? In this episode, we explore a real-world example of a school trying to shift toward computational fluency—but getting stuck. The teachers agree that students need more accurate and efficient methods, but many still believe offeri…

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What If My Leveraged Investment Tanks? How to Build a Wealth Reservoir That Survives Volatility 31:14

15d ago31:14

31:14

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 an investment made with leverage—whether through OPM, a HELOC, or a whole life policy—suddenly goes bad? Canadian business owners and families often worry about using lever…

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How Do We Help Our Multi-Language Learners Thrive in Math 21:49

17d ago21:49

21:49

Are your multi-language learners struggling to engage in math class? You’re not alone. Many teachers recognize the issue but feel unsure how to help—especially when language becomes a barrier to grade-level math content. In this team episode, Yvette, Jon, and Kyle unpack a real conversation with a school team working to increase math achievement fo…

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The 3-Tier Liquidity System Every Canadian Needs to Build Wealth 31:29

25d ago31:29

31:29

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 you relying on luck instead of a liquidity plan—and putting your wealth growth at risk without even realizing it? Most Canadians think of an emergency fund as a boring cash pile that jus…

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Essential Math Coaching: The Highest Leveraged Move You Can Make For Math Improvement 12:42

21d ago12:42

12:42

Why are so many districts pouring resources into math PD but seeing so little classroom change? It’s not because teachers aren’t trying. It’s not about motivation or willingness. The real reason is this: most systems aren’t built to support true instructional transformation. In this episode, we unpack the disconnect between a district’s vision for …

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Why “Buy Term and Invest the Difference” Fails High-Net Worth Canadians 29:33

1M ago29:33

29:33

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 still relying on “buy term and invest the difference”—without realizing it may be the wrong comparison for your actual wealth strategy? Many high-income Canadians and incorporated bu…

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Why “Fidelity” Might Be Hurting Your Momentum In Math Improvement 23:26

24d ago23:26

23:26

You're rolling out a math resource across your district—but you’re noticing that some classrooms feel scripted and disconnected from student thinking. What’s going wrong? In this episode, we reflect on a powerful insight from Dr. Crystal Watson’s summit presentation—one that’s still resonating with us weeks later. We dig into the difference between…

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The Capital Gains Time Bomb: Why Waiting Could Cost You Millions 24:25

1M ago24:25

24:25

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 Are your capital gains quietly building into a financial time bomb that could detonate right when you need liquidity the most? For many high-earning Canadians—especially tech professionals w…

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From AI to Joyful Math Teaching: Ideas You Can Use Tomorrow 22:27

28d ago22:27

22:27

In this episode, we share our biggest insights from the 7th annual Make Math Moments Virtual Summit. We highlight powerful sessions that explored ethical AI use, responsive planning, student motivation, and math teacher well-being. Yvette reflects on Dr. Nicky Newton’s approach to creating AI prompts packed with best practices, while also grappling…

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Your Will Isn’t Enough: The Overlooked Gaps Putting Your Wealth at Risk 49:02

29d ago49:02

49:02

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 certain your family and your business would stay protected if something happened to you tomorrow? Most business owners assume a simple will is enough—until a crisis exposes gaps they…

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From Math Overload to Alignment: A Mentoring Moment for Leaders 26:30

1M ago26:30

26:30

Leading math professional learning in a large system is never simple — especially when every school wants something different. How do you support meaningful math growth without burning out or losing focus? In this Mentoring Moment episode, you’ll hear a real coaching conversation with a math learning coordinator who’s navigating a new team, an ambi…

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How Much Do Canadian Business Owners Really Need To Retire? 12:14

1M ago12:14

12:14

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 do you know if you can actually afford to retire as a Canadian business owner — and are you sure the “freedom number” you’re chasing is even the right one? Most business owners have buil…

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Inside One District’s Journey to Define Math Critical Thinking 18:45

1M ago18:45

18:45

Your math vision prioritizes critical thinking, but can everyone on your team describe what that actually looks like in classrooms? In this episode, you’ll sit in on a real conversation between our team as we unpack a problem of practice. Yvette shares her experience coaching a large district where critical thinking appears in their math vision but…

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A Warning on These Two Popular Wealth Building Books 31:48

1M ago31:48

31:48

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 relying on popular wealth-building books but still unsure how to actually follow their advice without stressing over every dollar? This episode breaks down two of the most influentia…

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Is Critical Thinking Just a Buzzword in Your Math Action Plans? 25:05

1M ago25:05

25:05

Do you say your math program prioritizes critical thinking, but struggle to see it in action across classrooms? Many districts include critical thinking as part of their math vision. It is a powerful goal and one that prepares students to engage with complex ideas and make thoughtful decisions. However, teams often lack a shared and practical defin…

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Your 60/40 Investment Portfolio Is Not Actually 60/40. A Canadian Business Owner Case Study 42:18

1M ago42:18

42:18

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 you an incorporated professional sitting on hundreds of thousands in your corporate account—but too nervous to invest it? Many business owners find themselves in this exact bind. You’ve …

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Why Your Math Goals Might Not Be Working — and What One Team Changed 18:36

1M ago18:36

18:36

Is your school or district chasing improvement—but feeling like nothing sticks? You're not alone. Fragmentation and unclear goals might be the reason you're not seeing real change. In this episode, we go beyond theory and dive into a real-world case study of a school leadership team that thought they were aligned—until a simple conversation around …

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How To Legally Pay Less Tax as a Canadian Business Owner 21:21

1M ago21:21

21:21

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 unknowingly letting taxes drain your wealth—even after years of business success? Many Canadian business owners build impressive portfolios, yet still lose thousands each year to unn…

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Does Everyone Know What Fluency in Math Means? Understanding The Math Coherence Gap 25:25

2M ago25:25

25:25

Have you ever left a team meeting feeling confident everyone was working toward the same math goal, only to realize later that each person defined success in a different way? This episode explores how that kind of disconnect can quietly stall school improvement in mathematics. A school team set out to strengthen math fluency with clear objectives a…

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How to Build Your Own Pension as a Canadian Business Owner 24:32

2M ago24:32

24:32

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 Should you keep your pension—or build your own? If you’ve left a teaching or public sector job to start a business or invest independently, the idea of commuting your pension can feel intimi…

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How One School Used the Stages of Implementation to Drive Real Change 20:15

2M ago20:15

20:15

You’ve got a strong teacher, strong strategies—and still, the innovation stalls. What gives? In this episode, we tackle what’s really behind resistance in math PD and why most implementation efforts collapse long before proficiency is even possible. Building on our last episode, we unpack how a school we support used the five implementation stages—…

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My Money’s Stuck in My Corporation — How Do I Actually Use It Tax Efficiently? 24:12

2M ago24:12

24:12

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 How can you access the wealth trapped inside your corporation—without triggering a massive tax bill? Many successful Canadian business owners hit a surprising wall: their company’s thriving,…

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Five Phases of Implementation Every Math Leader Needs To Know To Overcome Resistance 29:19

2M ago29:19

29:19

Still stuck “talking” about change, but not seeing it in action? The real roadblock to change in math may not be teacher resistance—it might be your system. Based on Jim Knight’s powerful article in Educational Leadership, “Moving from Talk to Action in Professional Learning,” this episode reframes what looks like math pd resistance in schools. We …

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How This Canadian Business Owner Turned Idle Cash into Opportunity Capital 7:42

2M ago7:42

7:42

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 your corporation’s cash sitting idle, costing you opportunities — but pulling it out would mean a massive tax hit? Many Canadian entrepreneurs find themselves stuck in the corporate cash …

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How to Build a Math Plan That Survives Leadership Changes 20:23

2M ago20:23

20:23

What happens to your math improvement efforts when you leave the role? Many school and district leaders assume that lack of time or teacher buy-in is the biggest barrier to sustainable change. But the real threat? Fragility—the risk that everything falls apart when key people leave or switch roles. In this episode, we unpack the often-overlooked is…

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The Wealth Secret 92% of Canadian Business Owners Miss: A Joint CWS, PE Gate, Gauvreau Tax & Law Advisory Mastermind 1:07:54

2M ago1:07:54

1:07:54

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 company’s retained earnings sitting idle — or worse, being eaten away by unnecessary taxes? For many business owners, retained earnings feel like a double-edged sword: a sign of suc…

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The Biggest Threat To Sustainable Math Improvement - Your Guess Will Be Wrong! 8:39

2M ago8:39

8:39

Why does your math plan feel like it resets every time someone new steps in? You’ve seen it happen: a coordinator retires, a coach changes roles, or a principal moves on—and suddenly all the momentum in your math plan disappears. Teachers feel like they’re starting over (again), and it’s back to square one. It’s not a motivation issue. It’s not eve…

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Why Moving Abroad Could Cost You Six Figures in Exit Taxes 20:27

2M ago20:27

20:27

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 trying to make sense of what it really means to build — or leave — wealth in Canada? Whether you’ve thought about packing up for a lower-tax destination or …

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Math Fluency in Action: Observing What Proficient Students Actually Do 52:59

2M ago52:59

52:59

What does it really mean to be fluent in math—and are we measuring the right things in our classrooms? Math fluency is often reduced to speed drills and memorization—but true fluency goes much deeper. In this episode, we unpack the key differences between fact fluency, computational fluency, and procedural fluency—and why it matters for both teachi…

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The Ultimate Canadian Guide To The Smith Maneuver 10:02

2M ago10:02

10:02

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 your mortgage could actually build your wealth instead of just draining your bank account every month? Most Canadians think of debt as something to eliminate—not something to harness…

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Why Your Math Coaching Model Isn’t Working — Insights from Jim Strachan 27:21

2M ago27:21

27:21

How do you know if your district’s mentoring and coaching efforts are actually making a difference? Too often, system and instructional leaders focus on program delivery but miss the deeper question: how do we monitor and support the real impact of our math mentorship and coaching practices? In this episode, Jim Strachan returns to explore how lead…

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The Pass-Through Structure: How to Grow Corporate Wealth in Canada 14:38

3M ago14:38

14:38

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 What if you could pull money out of your Canadian corporation, grow your wealth, and dramatically reduce taxes—all at the same time? Most successful incorporated business owners in Canada fa…

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Making Durable Decisions in Math Leadership | A Sustainable Math Practice Case Study 18:57

3M ago18:57

18:57

Fidelity matters, yet rigidity can stall growth. In this follow-up episode, we revisit the balance between fidelity and flexibility in math improvement and explore how two district partners faced this exact challenge. You will hear how they committed to implementing with fidelity, ensuring consistency, clarity, and shared language, while avoiding t…

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The 3 Lessons Every Canadian Business Owner Needs to Build Wealth Inside Their Corporation 7:20

2M ago7:20

7:20

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 cash sitting in your holding company could quietly become your biggest wealth-building engine? Many Canadian entrepreneurs reach a point where income isn’t the problem—efficiency…

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When Fidelity in Math Improvement Turns Into Rigidity & How To Avoid This Costly Mistake 24:35

2M ago24:35

24:35

Implementing with fidelity matters—whether it’s adopting a new math resource, embedding a routine like number talks, or structuring PLCs. But fidelity is not the same as rigidity. When we cling too tightly to practices, they can outlive their usefulness and prevent innovation. In this episode, we draw from research, including Janice Fraser’s concep…

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I’m Earning Six Figures… So Why Don’t I Feel Wealthy? 18:02

3M ago18:02

18:02

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’re earning over $300K a year, saving diligently, and still feel like your wealth plan isn’t enough? That’s exactly where Roman found himself — solid income, strong net worth, and…

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How to Sequence Math Tasks: Thin Slicing in Building Thinking Classrooms Explained by Peter Liljedahl and Kyle Webb 35:44

3M ago35:44

35:44

How do you move your students from confusion to confidence—one question at a time when Building Thinking Classrooms? If you've ever found yourself wondering how to keep every student engaged without oversimplifying your math lessons or overwhelming your class with complexity, you're not alone. Many math teachers face the challenge of designing less…

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Smart Exit Planning: Protecting Your Wealth and Legacy With Karl Sigerist 45:21

3M ago45:21

45:21

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 building your business for today’s profits—or for tomorrow’s payday when you exit? Many entrepreneurs pour years of energy into growth but overlook the steps that make a company trul…