
Episode 30: 6 Rounds with David Dixon: From Classrooms to Cashflow
💼 What does it really take to leave a career in education and build a life on your terms through property?
In this episode of The Financial Freedom Podcast—brought to you by Property Portfolio Building and sponsored by Property Filter—we sit down with David Dixon, a former assistant headteacher turned full-time property investor, mentor, and backgammon competitor (yes, really).
David shares how he transitioned from the classroom to a cashflowing property portfolio, why he pivoted from HMOs to low-maintenance units, and how financial freedom has enabled him to focus on family, purpose, and passion.
🎧 Expect practical tips, personal truths, and property wisdom built over 25+ years of real-world investing.
💡 You’ll learn:
✅ The unexpected lessons from managing difficult tenants and how to protect your mental health
✅ Why converting HMOs to self-contained flats changed David’s business—and life
✅ How he’s supporting his son’s unique needs while continuing to grow his portfolio
✅ The importance of “T-I-M-E” when it comes to being a great dad and business owner
✅ And yes, how to win at backgammon 🥇
This one’s equal parts strategy and soul.
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Connect with our hosts:
Phil Bygrave: https://www.linkedin.com/in/phil-bygrave-8b792421/
Facebook: https://www.facebook.com/phil.y.bygrave
Get in touch with Tim here:
LinkedIn: https://www.linkedin.com/in/timothy-witt-77b0275b/
Facebook: https://www.linkedin.com/in/timothy-witt-77b0275b/
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The Financial Freedom Podcast
Welcome to The Financial Freedom Podcast, sponsored by Property Portfolio Building! This podcast is designed by real people on their journey to achieving financial freedom and will focus on people who have either already attained it, who are joining us on that journey, or a specialist topic that can help you build your technical knowledge to achieving and maintaining financial freedom.