A Guy With A Scarf
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Free introduction · chapter 4 of 6·7 min read

Who am I

Two decades on the vendor side. Long enough to have seen several cycles repeat themselves, often with different labels and similar outcomes.


I've spent most of my professional life working on the vendor side of sports and media technology. Long enough to have seen several cycles repeat themselves, often with different labels and similar outcomes.

My career has moved across technology, product, delivery, marketing roles, and executive responsibility. I've worked inside large, complex organisations and alongside smaller, more fragile ones. I've been involved in early-stage ideas, large-scale platform deployments, long-term client relationships, and difficult endings. Sometimes as the person making decisions, sometimes as the person living with their consequences.

What connects these experiences is proximity to reality. Live systems. Public failure modes. Clients under pressure. Teams doing their best with imperfect information and limited time. Sports and media are environments where technology is always visible, often emotional, and rarely forgiving. You learn quickly that being technically right is not the same as being operationally credible.

Over time, I became less interested in tactics and more interested in patterns. Why the same types of projects struggle in similar ways. Why strong teams still get caught by complexity. Why trust can take years to build and minutes to erode. Why some vendors last across decades while others disappear quietly after periods of apparent success.

Alongside my work in the industry, I've spent years writing, speaking, and advising under the name A Guy With A Scarf. That work has never been about presenting answers. It has been about slowing things down enough to understand what is really happening beneath the surface. This course grows directly out of that habit.

I'm not offering a universal method or a personal success story. I'm sharing a way of seeing the system from the inside. The judgments that are required when frameworks stop helping. The trade-offs that rarely make it into case studies. The decisions that shape credibility long after the slide deck is forgotten.

If this course resonates, it's likely because you've already encountered some of these situations yourself. My role here is not to teach you how to do your job, but to help you recognise the forces acting on it, and make your own decisions with a little more clarity.