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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 that poor coordination is the main reason most projects fail.
KEY TAKEAWAYS
Communication is the Biggest Hurdle: Poor coordination and communication, not bad sites or bad deals, are the primary reasons why most property development projects fall apart.
The Program is Fundamental: You should never start a construction project without a clear program (Gantt chart), as having "No program equals no control" over time, costs, and resources. It is beneficial to prepare both an internal working program and a client program.
Clearly Define Roles & Accountability: Every team member's roles and responsibilities must be defined early in a simple format, like a RACI matrix (Responsible, Accountable, Consulted, Informed), to prevent a "blame loop".
Document Everything (Especially Variations): Use central, cloud-based systems (like Google Drive or Dropbox) for document control to ensure the entire team is working from the correct and latest version of the drawings. Verbal agreements on variations must be immediately documented and priced to prevent disputes.
Manage Subcontractor Relationships: Keep subcontractors happy by paying promptly and sharing the project program with them, as this gives them sight of the plan and helps them manage their own work schedule, ultimately preventing costly delays.
BEST MOMENTS
"The truth is, the best systems and contracts mean nothing if the people don't communicate."
"If you're already at the blame game point, you've all failed."
"According to McKinsey Global Institute, large construction projects take 20% longer to complete and run up to 80% over budget... largely due to poor project management and coordination."
"The whole idea of the program is to make sure that everything doesn't clash. Trades don't overlap, deliveries aren't missed, and the long lead times aren't forgotten on products."
"If you don't run the site, the site will run you."
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.
https://www.facebook.com/jonathan.stobbs.7/
https://www.linkedin.com/in/jonathanstobbs/
https://www.facebook.com/kieron.shepherd.73
https://www.linkedin.com/in/kieron-shepherd-83b979aa/
https://www.propertydevelopersplaybook.co.uk/
By Jonathan Stobbs & Kieron ShepherdIn 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 that poor coordination is the main reason most projects fail.
KEY TAKEAWAYS
Communication is the Biggest Hurdle: Poor coordination and communication, not bad sites or bad deals, are the primary reasons why most property development projects fall apart.
The Program is Fundamental: You should never start a construction project without a clear program (Gantt chart), as having "No program equals no control" over time, costs, and resources. It is beneficial to prepare both an internal working program and a client program.
Clearly Define Roles & Accountability: Every team member's roles and responsibilities must be defined early in a simple format, like a RACI matrix (Responsible, Accountable, Consulted, Informed), to prevent a "blame loop".
Document Everything (Especially Variations): Use central, cloud-based systems (like Google Drive or Dropbox) for document control to ensure the entire team is working from the correct and latest version of the drawings. Verbal agreements on variations must be immediately documented and priced to prevent disputes.
Manage Subcontractor Relationships: Keep subcontractors happy by paying promptly and sharing the project program with them, as this gives them sight of the plan and helps them manage their own work schedule, ultimately preventing costly delays.
BEST MOMENTS
"The truth is, the best systems and contracts mean nothing if the people don't communicate."
"If you're already at the blame game point, you've all failed."
"According to McKinsey Global Institute, large construction projects take 20% longer to complete and run up to 80% over budget... largely due to poor project management and coordination."
"The whole idea of the program is to make sure that everything doesn't clash. Trades don't overlap, deliveries aren't missed, and the long lead times aren't forgotten on products."
"If you don't run the site, the site will run you."
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.
https://www.facebook.com/jonathan.stobbs.7/
https://www.linkedin.com/in/jonathanstobbs/
https://www.facebook.com/kieron.shepherd.73
https://www.linkedin.com/in/kieron-shepherd-83b979aa/
https://www.propertydevelopersplaybook.co.uk/