Jonathan Stobbs & Kieron Shepherd
Property Developers Playbook
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 innovati...
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Auteur
Jonathan Stobbs & Kieron Shepherd
Catégorie
Site du podcast
Dernier épisode
9 nov. 2026
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Épisodes
27: Top 10 Challenges in Property Development - Part 7: Project Management & Delivery 24.11.2025 34:10
In this episode of the Property Developer's Playbook Mini Series on the Top 10 Challenges in Property Development, Jonathan and Kieron dive into the critical challenge that distinguishes successful developers: Project Management and Delivery: Running the Site, Not Letting It Run You. They emphasise that even the best contracts and systems are useless if people don't communicate effectively, noting...
26: Contracts, Clauses & Caution: Legal Tips From a Commercial Property Solicitor 17.11.2025 51:51
In this episode, Jonathan and Kieron sit down for an interview with Jo Morgan, a partner at Coodes Solicitors, Head of their commercial property development department. Jo shares her insights on the critical legal aspects of property development, emphasising the importance of thorough due diligence and the potential pitfalls developers often encounter. They covers essential topics such as the sign...
25: Top 10 Challenges in Property Development - Part 6: Legal and Compliance Risks 10.11.2025 27:03
Jonathan and Kieron dive into one of the most critical, yet often underestimated, parts of development: legal and compliance risks. They note that every deal starts and ends with legals, and most project issues can be traced back to legal matters that weren't spotted early enough. This episode covers crucial areas like title issues, restrictive covenants, ransom strips, overage clauses, and the im...
24: Top 10 Challenges in Property Development - Part 5: Market Risks 03.11.2025 27:00
Today, Jonathan and Kieron take a look at the critical topic of market risk in property development. They discuss how economic changes, interest rate fluctuations, and local market shifts can significantly impact profitability for developers. The duo emphasises the importance of proactive planning and exploring multiple exit strategies to mitigate risks. KEY TAKEAWAYS Market risk in property devel...
23: Inside the Planning Process: Insights from an Ex Local Authority Planning Officer 27.10.2025 1:04:11
Today, Jonathan and Kieron interview Rebecca Boyde, an ex-local authority planning officer turned consultant, shares her insights into the often complex and frustrating world of property development and planning. With a focus on the challenges developers face, Rebecca discusses the importance of having the right team in place, the necessity of engaging with local communities, and the pitfalls of c...
22: Top 10 Challenges in Property Development - Part 4: Planning Risks 19.10.2025 29:47
In this episode, Jonathan and Kieron take a look at one of the most challenging aspects of property development: planning permission and the associated regulations. They discuss the frustrations developers face when navigating the complexities of planning applications, including the impact of local authorities, ecological considerations, and the often lengthy approval processes. KEY TAKEAWAYS Navi...
21: Top 10 Challenges in Property Development - Part 3: Construction Risks 12.10.2025 40:03
In this episode, Kieron and Jonathan delve into one of the most challenging aspects of property development: build costs and construction risks. They discuss the impact of rising material prices, labour shortages, and the importance of effective communication between developers and contractors. The duo share their real-world experiences regarding the need for detailed planning, collaboration with...
20: Preserving the Past, Building the Future: Archaeology and Heritage in Construction 05.10.2025 42:29
Jonathan and Kieron take a look at the intricate relationship between archaeology, heritage, and property development. Following their previous discussions on the challenges faced by developers, they explore the importance of preserving historical sites while still delivering modern housing solutions. The conversation highlights real-life experiences, such as dealing with ransom strips and navigat...
19: Top 10 Challenges in Property Development - Part 2: Finding the Money 28.09.2025 29:58
Today, Jonathan and Kieron take a look at one of the most critical challenges in property development: securing the right finance and funding. They share real-life experiences, including Kieron's recent encounter with unexpected construction on his commercial site, highlighting the importance of proper planning and communication. They cover the complexities of financing, including the pitfalls of...
18: Top 10 Challenges in Property Development - Part 1: Finding Sites 21.09.2025 31:00
In this episode, Jonathan and Kieron kick off a new mini-series on the top 10 challenges in property development. They discuss the most critical step in any development project: finding a viable site. Jonathan and Kieron share their personal experiences, including a recent success with a commercial-to-residential conversion, and emphasise the importance of due diligence, networking, and creativity...
17: From Flips & BRRR to Developments: Bigger Profits, Smarter Taxes 14.09.2025 29:35
In this episode, Jonathan and Kieron look at the transition from flipping properties to engaging in larger-scale developments. They discuss the potential for greater profits, smarter tax strategies, and the overall benefits of development compared to traditional methods like flipping and BRRR (Buy, Refurbish, Rent, Refinance). The duo shares insights from their recent projects, including design re...
16: Design & Development: Finding the Balance 07.09.2025 40:20
In this episode, Kieron and Jonathan delve into the intricate relationship between architects and developers, emphasising the importance of collaboration over competition. They share insights from their recent project meetings, highlighting the need for architects to balance creativity with practicality and cost-effectiveness. KEY TAKEAWAYS Effective collaboration between developers and architects...
15: Developing With Purpose: Building Homes, Building Communities 31.08.2025 36:48
In this episode, Jonathan and Kieron delve into the concept of "Developing with Purpose." They share updates on their latest project involving the conversion of an office building into residential flats, highlighting the importance of creating homes that enhance community living. Jonathan and Kieron also note the balance between profit and purpose, exploring how developers can make a positive impa...
14: AI in Construction: Hype or Game-Changer - Exploring the Future of Construction and Property Development 25.08.2025 41:21
Jonathan and Kieron look at the intriguing topic of artificial intelligence (AI) in the construction industry, exploring whether it is merely hype or a genuine game changer. They share their recent experiences with percolation testing at a construction site and discuss the importance of networking within the property development community. They also highlight both the potential benefits and chall...
13: Time, Cost or Quality - Balancing Deadlines, Budgets, and Build Quality in Property Development 17.08.2025 30:50
In this episode, Jonathan and Kieron delve into the concept of the development triangle, also known as the project management triangle or golden triangle, which encompasses time, cost, and quality. They discuss the challenges of balancing these three elements in property development, emphasising that achieving all three simultaneously is often elusive. They also share insights on value engineering...
12: JV or Not to JV - Key Considerations for Joint Ventures in Real Estate Projects 10.08.2025 42:44
In this episode, Jonathan and Kieron delve into the topic of joint ventures (JVs) versus traditional investment routes for property development. They discuss the nuances of JVs, highlighting the importance of collaboration, shared responsibilities, and the need for clear agreements to ensure successful partnerships. They also touch on their own personal experiences, the significance of networking,...
11: Greedy Developers - Fact or Fiction - Navigating the Public Perception of Property Developers 03.08.2025 30:55
In today's episode, Jonathan and Kieron review the perception people have of property developers, addressing common misconceptions and the challenges faced by the industry. They discuss the negative stereotypes often associated with developers, such as being greedy or shady, and emphasise the importance of understanding the risks and responsibilities that come with property development. Jonathan a...
10: Navigating The Various Methods of Construction 27.07.2025 43:42
In this episode, Jonathan and Kieron unmask the various methods of construction used in property development. They discuss the pros and cons of traditional brick and block construction, highlighting its reliability and buyer perception, while also exploring the growing popularity of timber frame and modular construction methods. They cover essential factors such as cost, timeframes, and the impact...
9: 8 Steps To Success In Property Development: Planning Your Exit Strategy 20.07.2025 24:45
In this episode, Jonathan and Kieron unveil the final step of their eight-step property development process: Exit Strategies. They emphasise the importance of starting with the end in mind, discussing various exit options such as build to sell, build to rent, supported living, and service accommodation. Jonathan and Kieron also highlight the significance of understanding market demands, tax implic...
8: 8 Steps To Success In Property Development: Building 7th Step 13.07.2025 29:08
In this episode, Jonathan and Kieron uncover the crucial 'build phase' of the 8-step development program, emphasising its significance throughout the entire development process. Kieron, with over 20 years of experience in the building trade, discusses the decision-making involved in choosing between managing the build yourself or hiring a main contractor. They highlight the importance of effective...
7: 8 Steps To Success In Property Development: Funding 6th Step 06.07.2025 21:58
In this episode, Jonathan and Kieron delve into the critical topic of funding development deals, marking the sixth step in their eight-step development plan. They discuss the importance of considering funding from the very beginning of a project, highlighting various financing options such as bridging finance, crowdfunding, and private investors. KEY TAKEAWAYS While funding is discussed as step si...
2: 8 Steps To Success In Property Development: Sourcing 29.06.2025 29:44
In this episode, we dive deep into the nuanced world of adaptability, leadership, and innovation with a guest who straddles multiple disciplines—from elite military operations to high-level coaching. Jonathan and Kieron explore how individuals and organisations can build adaptive capacity, leverage feedback loops, and thrive under pressure. If you're navigating change, leading teams, or pushing th...
3: 8 Steps To Success In Property Development: Assessing 29.06.2025 27:24
In this episode, Jonathan and Kieron explore the crucial second step of their property development program: assessing development opportunities. They discuss evaluating sites for viability, including checks on title registers, planning permissions, environmental constraints, infrastructure, and market demand. KEY TAKEAWAYS It's important to assess development opportunities after sourcing potential...
6: 8 Steps To Success In Property Development: Planning 29.06.2025 24:50
Breaking down the planning stage of property development is Jonathan and Kieron's main focus for this step. They discuss the importance of understanding planning applications, the role of planning consultants, and how local policies and Section 106 agreements can impact projects. They also share insights on managing planning risks, building a strong team, and whether to buy land with or without pl...
1: Introducing: Property Developers Playbook 29.06.2025 14:16
In this premiere episode of Property Developers Playbook, hosts Kieron Shepherd and Jonathan Stobbs introduce themselves, their backgrounds, and what inspired them to launch this podcast. With over 70 completed dwellings and 100 more in the pipeline, Kieron (a construction veteran) and Jonathan (an accountant-turned-developer) share how their complementary skillsets shape their approach to propert...
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