Category: Corporate Culture
I Have Two Outlooks and Neither One Is Working: The Enterprise Software Complexity Trap
1. Ground Control to Major Redmond In early April 2026, four astronauts aboard the Orion spacecraft radioed Mission Control. They were travelling at over four thousand miles per hour, more than thirty thousand miles from Earth, on NASA’s first crewed lunar mission in more than fifty years. The hardware that got them there represents the […]
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Why Enterprise Software Makes Simple Things Complicated
1. The Setup Imagine you are a software developer at one of the big enterprise tech companies and they ask you to implement “Hello, World.” Simple, right? You have been writing code since you were a teenager. You could do this in your sleep. Here is what you may end up with!!! 45 minutes of […]
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Are We Industrialising the Leadership Vacuum with a fixation on mimicking?
How we built a global machine to produce administrators, handed them leadership titles, and convinced ourselves that was enough We have built business schools, certification programmes, corporate development curricula and entire consulting industries around the premise that leadership can be systematised, credentialled and scaled. We have invested billions in the proposition. And the returns are […]
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The Message Mangler: And why your business is making decisions on fiction
There’s a silent killer sitting in most large organisations. It doesn’t appear on any risk register, it doesn’t show up in your sprint velocity charts, and it certainly won’t announce itself in your next all-hands. It operates quietly, in the gap between what actually happened and what gets reported upward. Meet the Message Mangler. 1. […]
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Don’t Bury Your Talent: The Centralisation vs. Federation Trap
There’s a question that quietly shapes the fate of technology talent in almost every organisation, and most businesses never ask it directly. Instead, they stumble into an answer through a series of incremental org design decisions, budget cycles, and leadership preferences. The question is this: is technology a support function to the business, or is […]
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Why Promoting Your Best Manager Will Not Give You Great Leaders
Management and leadership sound so similar that they are often used interchangeably. True, they are both a sport. But details matter when you want to win. Nowhere is this more visible than in financial services. Banks today do not compete inside a known, stable competitive set. The threat landscape runs from a two-person fintech with […]
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The JATO Organisation: Why Bolting AI onto Your Existing Structure Is a Darwin Award in Progress
There is an old urban legend, immortalised as one of the original Darwin Award nominations, about a man who bolted a JATO unit to a 1967 Chevrolet Impala. JATO stands for Jet Assisted Take Off. It is a solid fuel rocket designed to give heavy military transport aircraft the extra thrust they need to leave […]
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Captive Gratitude: How Product Team Structures Inflate Engineer Performance Ratings
There is a product team performance bias hiding in plain sight inside every organisation that has moved to product aligned engineering, except that it does not show up as a number on a dashboard, a flag in a talent calibration session, or a red line in an engagement survey. It accumulates quietly, year on year, […]
Read more →Transcripts from the Meeting Where Core Banking was Invented (A Faithful Reconstruction)
A companion piece to Core Banking Is a Terrible Idea. It Always Was. It is 1972. A group of very serious men in very wide ties are gathered in a very beige conference room. They are about to make decisions that will haunt your change advisory board fifty years from now. The following is a […]
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How to Manage Technologists If You Don’t Know Anything About Technology
Health warning: This article may not make you feel happy, it may not suit you to read this article. I am not even sure I necessarily believe everything I am saying here – but I do believe in personally reflecting on the challenging questions being posed in this article to try make myself a better […]
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