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October 27, 2025 61 mins

From Teaching to Running Two Successful Businesses: Richard's Story

In this episode of the Education Business Podcast, Claire Riley, co-founder of Classroom Secrets, interviews an education entrepreneur named Richard. They discuss his transition from being a classroom teacher to starting and growing his own education business.

Richard shares the emotional and practical challenges faced during this transition, emphasising the importance of self-trust, risk-taking, and continuous learning. He also highlights the value of building a supportive team and navigating the complexities of money mindset issues.

Their conversation touches upon the significance of reflecting on personal experiences, adapting business strategies, and maintaining a balance between ambition and practicality. The episode concludes with insights on leadership, management, and the continuous evolution of business goals.

00:00 Introduction to the Education Business Podcast

01:07 Guest Introduction: Richard's Transition from Classroom to Business

01:48 Early Challenges and Decisions in Business

03:01 Balancing Tuition and EdTech Work

09:04 The Impact of COVID-19 on Business Growth

10:19 Establishing a Solid Business Foundation

13:06 Supporting Other Tutors: Tutors Who Thrive

14:22 Richard's Background and Early Business Aspirations

17:47 The Journey to Teaching and Beyond

24:03 Money Mindset and Business Growth

30:31 Exploring the Abundance vs. Scarcity Mindset 

30:53 Transitioning from Job to Entrepreneurship

31:31 Dealing with Business Challenges and Mistakes 

32:37 Balancing Multiple Business Ventures

34:45 The Importance of Building a Support Team

36:49 Managing Time and Setting Boundaries

38:00 Learning to Let Go and Delegate

38:58 Reflecting on Leadership Styles

49:37 Trust and Bravery in Leadership 

54:27 Final Thoughts and Reflections

All About Richard:

Website: www.tutorswhothrive.com
Podcast: https://open.spotify.com/show/6HpNZgjFL7m3kLh0G7E1gb
Instagram: @tutorswhothrive
LinkedIn: https://www.linkedin.com/in/richard-cowell-3a42889a/
Facebook: https://www.facebook.com/groups/growyourtutoringbusiness

See omnystudio.com/listener for privacy information.

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