James Bailey

Sharpshooter
DISC Type : DC

Founder at Prepare2Lead

Birmingham, England, United Kingdom

Overview

James Bailey is the founder of Prepare2Lead, a training platform specializing in PRINCE2 project management. An author of two books on project execution and business cases, he has significant experience advising UK public sector clients. He holds an MSc from the University of Westminster and is a certified PRINCE2 Practitioner.

Outside of his corporate training focus, James is the founder and CEO of Natural Apiary. This venture reflects a passion for beekeeping and sustainability, demonstrating an entrepreneurial spirit that extends to the natural world. He has appeared in media to demystify the practice of beekeeping for others.

Unique fact: Beyond his project management career, he founded Natural Apiary, a company dedicated to beekeeping products and education.

Personality Overview

Rigorous & Demanding

Thorough Evaluator

Fast But Analytical

They are less concerned about the product and more about its potential impact.  They do not care very much about building rapport or relationships. They prefer to move quickly, and expect the same from others.

Topics They Care About

PRINCE2 Methodology
His company, Prepare2Lead, is built around helping professionals use PRINCE2 with confidence in real-world environments, not just pass an exam.
Business Case Writing
He authored the book "Write a Winning Business Case" and has extensive experience developing strategic business cases for UK government programmes.
Calm Project Delivery
His social media posts consistently emphasize designing calm and deliberate project environments by reducing noise and focusing on what truly matters.

Media Appearances

James has no verified media appearances

Work History

12-2025
Founder at Prepare2Lead
4-2025 - 10-2025
Associate Director - Business Case and Project Management Advisory at Gleeds
1-2024 - 3-2025
Consultant - Business Case & Programme Advisory at strat-edgy
11-2018 - 12-2020
Non-Executive Director at Pinpoint Local
8-2014 - 10-2022
Global Head of Project Delivery and Client Strategy at FirstWire Apps

Education

2004 - 2006
Master of Science (MSc) from University of Westminster
1996 - 1998
Bachelor of Arts (BA) (hons) from Brunel University of London

More Information

Social Presence :

Prographics :

Exp : 26 Location : Birmingham, England, United Kingdom Job Level : Leadership Designation : Founder at Prepare2Lead
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Insights For Selling To James

During A Call Or A Meeting

DO's

  • Objectively showcase the impact that your product creates
  • Use phrases like ‘it’s your decision’, ‘strategic impact’ etc.
  • When negotiating terms, help them build an impression that they are the ones calling the shots

DONT's

  • Don’t take too much time in sending them information if they ask for any
  • Avoid being a storyteller and don’t try to oversell
  • Do not spend too much time focusing on product tech or features

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with James is

  • Confidence in impact is paramount to them, followed by a sense of achievement and ROI.
  • Will you ever get a clear answer from James

  • If they decide not to go ahead, they will say no without hesitation.

Insights For Deal Planning

    How fast (or slow) will James move?

  • If convinced, they can reach decisions quite fast.
  • Can James take some risk or not?

  • They do not shy away from taking risks, but can be quite binary about them.

You And James

Personality Compatibility


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