Selected writing

The essays worth starting with

The road here

Twenty years, five companies and a reasonable number of mistakes.

2004

First company, first failure
Cambridge

Eighteen months, four people and a product nobody wanted. The most expensive and most useful education available.

2008

Head of Product, Tessellate
London

Joined at forty people and left at six hundred, having learned what a functioning operating cadence looks like from the inside.

2012

Founded Halcyon Health
London

Started in a borrowed room above a pharmacy with a thesis about clinical record interoperability that took four years to prove.

2016

Chief Executive, Northwind
Manchester

Took over a profitable business with a structurally obsolete cost base and rebuilt it around software.

2019

Halcyon acquired
London

Acquired by Meridian Health Group. Stayed through a twelve-month integration, which was harder than the seven years preceding it.

2021

Northwind lists on the LSE
London

A £1.1bn listing and the end of an era. Stepped back from executive roles the following spring.

2022

Operating Partner & board portfolio
London

Moved deliberately from running one company to helping several, plus writing and the Founders Table programme.

Recent posts

The latest writing

Scaling

What I Got Wrong About Scaling a Team From 10 to 500

The org chart was never the problem. The problem was that I kept promoting people into jobs that had stopped existing six months earlier.

Governance

The Board Meeting Is Not the Point

If the board meeting is where your directors learn what is happening, you have already lost the value of having a board at all.

Capital

Reading a Term Sheet Like an Operator, Not a Founder

Valuation is the number everyone quotes and the one that matters least. Here is the clause-by-clause read I wish someone had given me at 29.

Culture

Culture Is What You Tolerate on a Tuesday

Values on a wall are marketing. Culture is the behaviour you walk past without comment when you are tired and behind on the quarter.

Product

Why We Killed Our Best-Performing Product Line

It was profitable, growing and beloved by a loyal minority. It was also quietly consuming the attention we needed for everything else.

Press & speaking

Selected coverage, keynotes and conversations.

Press
The Operator Who Rebuilt British Freight
Financial Times · Jun 2021
Press
Why Most Turnarounds Fail in the First Ninety Days
Harvard Business Review · Feb 2022
Speaking
Scaling Without Losing the Plot
SaaStr Europa · Barcelona · Jun 2024
Podcast
The Founders Table, Episode 41
20VC · Nov 2024
Speaking
Closing Keynote: The Unglamorous Decade
Web Summit · Lisbon · Nov 2025

Companies I have built, backed or advised

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