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Property Developers Playbook

Property Developers Playbook

By: Jonathan Stobbs & Kieron Shepherd
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Property Developers Playbook is your go-to podcast to the world of property development and investment. Hosted by Jonathan Stobbs and Kieron Shepherd, who both have experience as developers and as main contractors, this podcast dives into the strategies, challenges, and rewards of real estate development. Whether you're a contractor looking to transition into development or an investor looking to scale, each episode provides actionable insights, dos and don’ts, and first-hand experiences from those on the ground. Join us as we interview top developers, tackle common pitfalls, explore innovative solutions, and discuss the mindset required to thrive in property development. Property Developer’s Playbook is more than just advice; it’s a blueprint for unlocking your potential in property development. Tune in to start building your knowledge, confidence, and your success. Economics Leadership Management & Leadership
Episodes
  • 58: Why Most People Never Achieve Their Full Potential: The Comfort Zone Trap

    58: Why Most People Never Achieve Their Full Potential: The Comfort Zone Trap
    Jun 29 2026
    In this episode of the Property Developers Playbook, hosts Jonathan Stobbs and Kieron Shepherd delve into the importance of stepping out of your comfort zone, particularly in the realm of property development and business. They discuss how fear often holds us back from taking necessary steps and share personal anecdotes about overcoming anxiety in various situations, from networking events to client meetings. KEY TAKEAWAYS Embrace Discomfort for Growth : Stepping out of your comfort zone is essential for personal and professional growth. Engaging in new experiences, even if they feel uncomfortable, can lead to valuable opportunities and relationships. Fear is Often Illusory : Fear can be defined as "false evidence appearing real." It's important to recognize that the scenarios we create in our minds often do not reflect reality, and overcoming this fear is crucial for taking the first step. Learn from Experience : Just like learning to drive, gaining experience in property development or any new venture becomes easier over time. The first attempt may be daunting, but with practice, it becomes second nature. BEST MOMENTS "Growth happens outside the comfort zone. Once you expand your comfort zone, that becomes a lot easier." "You have to take the first step and you'll grow from that. Don't overthink things." "It's comfortable to sit on the sofa and do nothing, right? The normal is easy, it's comfortable." YOUTUBE CHANNEL ⁠⁠https://www.youtube.com/@propertydevelopersiq⁠ HOST BIOS Jonathan is a property developer and entrepreneur with a background in finance and construction. Originally from South Africa, he holds degrees in Accounting and Auditing and relocated to England in 2003. He gained financial and operational experience at firms such as RSM, Prudential, and Baker Tilly before transitioning into property. Since 2014, Jonathan has managed major commercial-to-residential conversions and new build developments, particularly across the South West. His analytical mindset and on-the-ground experience help listeners navigate the property world with confidence. Kieron is a construction expert and entrepreneur with over 20 years of industry experience. Starting as a mason, he went on to found Shepherd Construction in 2012, delivering projects across both the public and private sectors. From extensions to luxury new builds, Kieron has earned a reputation for quality, precision, and strong leadership. As Managing Director, he’s involved in every stag —from design to delivery—offering a no-nonsense, deeply practical perspective to anyone looking to build with success. OUR SOCIALS https://www.facebook.com/jonathan.stobbs.1979/ https://www.linkedin.com/in/jonathanstobbs/⁠ ⁠https://www.instagram.com/jonathan.stobbs/⁠ ⁠https://www.facebook.com/kieron.shepherd.73⁠ ⁠https://www.linkedin.com/in/kieron-shepherd-83b979aa/⁠ ⁠https://www.instagram.com/kieron__shepherd/⁠ ⁠https://www.propertydevelopersplaybook.co.uk/⁠ Book your seat now on our 3-day live event, Property Developers Bootcamp ⁠https://www.propertydevelopersiq.co.uk/pdblive⁠
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    18 mins
  • 57: Your Network Is Your Net Worth: The Power Of Relationships

    57: Your Network Is Your Net Worth: The Power Of Relationships
    Jun 22 2026
    In this episode, Jonathan Stobbs and Kieron Shepherd dive into the lifeblood of property development: networking. They explore why your network truly dictates your net worth and detail exactly how to build essential relationships with vendors, agents, planners, and builders. KEY TAKEAWAYS Property is a Relationship Business: While it may look like an industry built strictly on land and bricks, property development fundamentally relies on the strength of your professional relationships. Build Your Power Team: Success requires cultivating strong, ongoing connections with a wide variety of professionals, including commercial agents, planning consultants, builders, and subcontractors. Master the One-Minute Pitch: Prepare a concise, clear introduction before attending events. Knowing exactly how to articulate who you are and who you help will give you confidence and make you memorable. Lead with Value, Not a Sales Pitch: Go to events with the intention of building genuine relationships and finding ways to assist others, rather than just collecting a stack of business cards. The Fortune is in the Follow-Up: The real networking happens after the event. Always connect with new contacts on platforms like LinkedIn or Instagram, and schedule follow-up coffee chats to solidify the relationship. BEST MOMENTS "Your network is your net worth. Build your network as big as possible, and your net worth could follow that." "Property, people think, is a land and buildings business, but actually it's a relationship business. Because everything in property development is all about the relations." "Out of all people's fears, death was third. The first one was public speaking." "Don't go in there just trying to be a buyer or a seller. You're trying to network and try and build relationships and connections, and genuinely just try and be interested and open-minded into what other people are there for." "It's not just about collecting how many business cards you can collect. Go there with the intention of building relationships and basically seeing how you can help other people." YOUTUBE CHANNEL ⁠https://www.youtube.com/@propertydevelopersiq HOST BIOS Jonathan is a property developer and entrepreneur with a background in finance and construction. Originally from South Africa, he holds degrees in Accounting and Auditing and relocated to England in 2003. He gained financial and operational experience at firms such as RSM, Prudential, and Baker Tilly before transitioning into property. Since 2014, Jonathan has managed major commercial-to-residential conversions and new build developments, particularly across the South West. His analytical mindset and on-the-ground experience help listeners navigate the property world with confidence. Kieron is a construction expert and entrepreneur with over 20 years of industry experience. Starting as a mason, he went on to found Shepherd Construction in 2012, delivering projects across both the public and private sectors. From extensions to luxury new builds, Kieron has earned a reputation for quality, precision, and strong leadership. As Managing Director, he’s involved in every stage—from design to delivery—offering a no-nonsense, deeply practical perspective to anyone looking to build with success. OUR SOCIALS https://www.facebook.com/jonathan.stobbs.1979/ https://www.linkedin.com/in/jonathanstobbs/ https://www.instagram.com/jonathan.stobbs/ https://www.facebook.com/kieron.shepherd.73 https://www.linkedin.com/in/kieron-shepherd-83b979aa/ https://www.instagram.com/kieron__shepherd/ https://www.propertydevelopersplaybook.co.uk/ Book your seat now on our 3-day live event, Property Developers Bootcamp https://www.propertydevelopersiq.co.uk/pdblive
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    10 mins
  • 56: The Most Underrated Skill In Property: The Art of Following Up

    56: The Most Underrated Skill In Property: The Art of Following Up
    Jun 15 2026
    In this episode, Jonathan Stobbs and Kieron Shepherd tackle one of the most overlooked yet crucial skills in business: the follow-up. They discuss the staggering statistics behind why most people fail by giving up too soon and reframe the word "no" as simply a defensive buffer, meaning not right now. KEY TAKEAWAYS Redefine Rejection: A "no" is often an automatic, protective buffer meaning "not right now," which leaves the door open for future opportunities. Systems are Essential: Utilise CRMs, spreadsheets, or calendar reminders to track touchpoints and ensure no lead falls through the cracks. Value-Driven Persistence: Provide value during follow-ups, such as offering a coffee, bringing lunch, or giving away branded promotional items, rather than just asking for a deal. Avoid Desperation: Maintain professionalism and avoid coming across as desperate, which can quickly deter potential clients, vendors, and investors. Leverage Referrals: Even if a prospect isn't ready to do business, always ask if they know someone else in their network who might be a good fit. QUOTES "80% of sales requires five or more touchpoints, yet 44% of salespeople give up after the first try." "I always hear 'no' as 'not right now' every time." "There is a fine line between persistence and being annoying." "Don't go shopping when you're hungry... If you're desperate, that's not the time to be having meetings." "You're almost presenting, aren't you? It's a bit of a show and tell, and then if they ask questions, then you know they're interested." YOUTUBE CHANNEL ⁠https://www.youtube.com/@propertydevelopersiq HOST BIOS Jonathan is a property developer and entrepreneur with a background in finance and construction. Originally from South Africa, he holds degrees in Accounting and Auditing and relocated to England in 2003. He gained financial and operational experience at firms such as RSM, Prudential, and Baker Tilly before transitioning into property. Since 2014, Jonathan has managed major commercial-to-residential conversions and new build developments, particularly across the South West. His analytical mindset and on-the-ground experience help listeners navigate the property world with confidence. Kieron is a construction expert and entrepreneur with over 20 years of industry experience. Starting as a mason, he went on to found Shepherd Construction in 2012, delivering projects across both the public and private sectors. From extensions to luxury new builds, Kieron has earned a reputation for quality, precision, and strong leadership. As Managing Director, he’s involved in every stage—from design to delivery—offering a no-nonsense, deeply practical perspective to anyone looking to build with success. OUR SOCIALS https://www.facebook.com/jonathan.stobbs.1979/ https://www.linkedin.com/in/jonathanstobbs/ https://www.instagram.com/jonathan.stobbs/ https://www.facebook.com/kieron.shepherd.73 https://www.linkedin.com/in/kieron-shepherd-83b979aa/ https://www.instagram.com/kieron__shepherd/ https://www.propertydevelopersplaybook.co.uk/ Book your seat now on our 3-day live event, Property Developers Bootcamp https://www.propertydevelopersiq.co.uk/pdblive
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    26 mins
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