Million Dollar Year by Gauvreau
Episode 44: Numbers Beyond the Classroom: Teachers' Journey to Financial Empowerment with Kyle Pearce & Jon Orr

Episode 44: Numbers Beyond the Classroom: Teachers' Journey to Financial Empowerment with Kyle Pearce & Jon Orr

entrepreneur financial empowerment podcast real estate wealth management Apr 16, 2024

In today’s episode, Bob is with Kyle Pearce and Jon Orr to share their inspiring paths, from dedicated math teachers to innovative entrepreneurs. The discussion unveils their transition into the entrepreneurial realm, highlighting their successful ventures in education and real estate, along side their profound insights into wealth management.

Kyle and Jon, leveraging their unique strengths, embarked on a journey that transformed their passion for teaching into a groundbreaking educational consultancy and a flourishing real estate portfolio. Their story emphasizes the significance of adaptability, visionary leadership, and meticulous planning in carving out a niche in the competitive business landscape.

This compelling dialogue is a treasure trove of wisdom for anyone aspiring to blend their professional skills with entrepreneurial pursuits. Tune in to discover how Kyle and Jon’s adventures can illuminate your path, whether you’re looking to diversify your portfolio or infuse your career with entrepreneurial spirit.


Episode Highlights:

  • 00:00 Welcome to The Wealthy Entrepreneur Podcast
  • 03:00 Business Partnership and Roles
  • 05:41 Entrepreneurship and Career Transition
  • 08:00 Entrepreneurship, Financial Security, and Overcoming Fear
  • 10:42 Identity, Challenges, and Progress in Career Transitions
  • 16:47 Overcoming Imposter Syndrome in Teaching and Entrepreneurship
  • 20:37 Wealth Management Strategies for Business Owners
  • 24:51 Real Estate Investing and Portfolio Building
  • 29:28 Wealth Accumulation Strategies and Insurance Products
  • 36:09 Tax-free Investment Strategies and Financial Wisdom for the next generation
  • 38:20 Financial Education and Empowering Children
  • 41:48 Financial Education and Understanding
  • 45:14 High-school Education and Financial Literacy
  • 47:03 Entrepreneurship and Wealth Secrets


About the Guest:

Kyle Pearce

Kyle Pearce began his journey in education with the Greater Essex County District School Board in Ontario, realizing early on that traditional teaching methods weren't enough to reach every student. Transitioning from chalkboards to digital tools like iPads, he aimed to create a more engaging and effective learning environment for mathematics. Kyle's innovative approach has led to significant improvements in student engagement and success. As a K-12 Mathematics Consultant, he shares his expertise through workshops and consultations, specializing in creating contextual, visual, and concrete math tasks to spark curiosity and foster deep understanding. For more about his work and philosophy

Connect with Kyle:


Jon Orr

Jon is a passionate high school math teacher with over 14 years of experience, based in Ontario, Canada. He's recognized for integrating technology into the classroom as an Apple Distinguished Educator and Desmos Fellow, focusing on enhancing teaching strategies and student engagement. Jon champions the value of struggle and resilience in learning math. Beyond teaching, he leads pedagogical workshops worldwide and has contributed to educational resources. Jon holds degrees in Mathematics and Education from the University of Waterloo and Queen's University, respectively, and has authored a children's book on number sense.

Connect with Kyle:



For more podcast episodes, subscribe to our Youtube Channel at

Let’s continue to work on becoming a Wealthy Entrepreneur! 

Join our Facebook Group for Entrepreneurs

Unlock exclusive sneak peek resources to help scale your business.
Join Now

Stay connected with news and updates!

Join our mailing list to receive the latest news and updates from our team.

You may unsubscribe at any time.