Writing on the web since 2003

Monthnotes – March 2026

This month’s notes are probably the saddest I’ve had to write since I started writing monthnotes back in 2019. Last Thursday, our beloved labradoodle, Meg, … Read More

Build #100 – Ringing the changes

Build #100 – Ringing the changes Hey Reader, One of the things I seem to do a lot with founders is prioritisation. There’s a real purity in knowing what to focus on and where to place the effort we put into building businesses. And now it’s time for me to take a bit of my own advice and get my house in order. Many of you will know that a real focus for me this year so far has been launching and building my new operating partner business – Team Wakeman, as well as my new founder newsletter The…

Build #99 – Mind the gaps

Build #99 – Mind the gaps Hey Reader, There’s a particular kind of organisational dysfunction that really been bugging me this year – when everything looks right on paper, yet nothing quite works in practice. This week’s Build pulls together three articles exploring critical gaps that separate intention from reality in how we build companies. What makes these gaps so dangerous isn’t that they’re invisible, it’s that we seem to have become remarkably skilled at pretending they don’t exist at…

Build #98 – AI and the workslop epidemic

Build #98 – AI and the workslop epidemic Hey Reader, I’ve been thinking about a particular kind of waste in business a lot recently. Not the obvious kind – where someone clearly hasn’t done the work or has done it badly. That’s easy to spot and easy to fix. No, I’m talking about something far more insidious: work that *looks* perfectly fine but is actually wholly worthless. It’s work that appears plausible, sounds professional and uses all the right language. But when you really examine it,…

Monthnotes – February 2026

I realise I say this most months, but February felt simultaneously short and packed. Maybe it’s the combination of a 28 day month, half-term, illness … Read More

Build #97 – Getting things done through others

I bring you three articles that circle around a single question: how do you get things done through other people? Whether it’s handing off tasks to your team, thinking about the relational structures that underpin your organisation or building the kind of…

Build #96 – How “professional management” makes things worse

I’ve been thinking a bit about a pattern I keep seeing in the founder-led scale-ups I’ve worked with over the years. It goes like this. Founders hire a “professional manager” to bring structure as their companies grow past the a number of people – usually 20 to 50. That manager arrives with all the creds. They talk about governance frameworks and reporting cadences and accountability matrices (I am aware that I talk…

Build #95 – Purpose, organisation-building, and the end of jobs a we know them

This week’s Build seems to have inadvertently landed on a theme around the uncomfortable gap between corporate rhetoric and reality. These three articles share a common thread about the limitations of aspiration when confronted with the messy complexity of real organisational life. They challenge us to move beyond comforting abstractions that founders tend to rely upon on towards harder, more honest…

Build #94 – The hidden cost of unclear roles

I’ve just completed two organisational design projects with founders looking at creating the first leadership teams for their businesses. That means I’ve spent a lot of time thinking about role clarity. Which got me to noticing the complete absence of it in so many scaling businesses when I first come across them. Let me give you an example. Last week I had a half hour intro call with a founder who told me her team was “totally…

Monthnotes – January 2026

The month started with what’s probably our last family ski holiday for a good few years I suspect – we had a great week in … Read More