Writing

Briefings for boards, a selective reading list on AI risk, short Quick Reads, essays on risk, uncertainty and AI, and guidance and reports I wrote for the OECD and the Institute of Risk Management. Search it all in your own words, or browse by kind or topic.

Briefings for boards

The Straight Line and the Boardroom

For board chairs and directors: what the prices of four companies assume (Anthropic, SpaceX, Wayve and Amazon), what that means for organisations that build on AI suppliers, and three questions for your next board meeting.

Try it on your own board

Three free tools, each with a short brief to share with your board. Your results appear on screen straight away, and nothing you answer is stored. The Seven Questions and the AI Blast Zone belong to The AI Risk Dialogue; Risk Maturity for AI is the way into Risk Management Maturity.

Quick Reads

Lightning does strike twice

Short pieces on risk, governance and the assumptions we forget to question. The latest: four hundred years of corporate failure in one animated minute, and the six themes that keep coming back. Before that: How a warning becomes a green tick, No midnight, Who pays?, Confidence to be brave, The view from the top, When the evidence is thin and Circles and stars.

AI Risk Reading

Knowing when to stop

A short, selective list of new papers on AI risk that boards should know about, with a judgement on each and a question for the board.

Foundations

What every director should know about AI, from Turing to the EU AI Act

Where AI Risk Reading covers what is new, Foundations covers what lasts: ten documents, where to start with each, and why it matters to a board.

Ruminations on Risk

An antique-style world map with dragons in the margins and the words Here Be Dragons in the corners
AI-assisted illustration by Richard Anderson using Midjourney and ChatGPT

Here Be Dragons: Risk Appetite When the Risks Cannot Be Known

There are many flavours of risk. Some we understand perfectly well. Leave the ice cream out of the freezer overnight and we know what we will find in the morning. We teach our children to look both ways when they cross the road, even on a one-way street (dangers of Lime bikes!) Banks employ specialists to manage the mismatch between assets and liabilities, because they know exactly what happens when they don’t.

But sometimes we simply do not know. The old cartographers had an honesty about how they dealt with this. Where their knowledge ran out, they wrote “Here Be Dragons”. Gradually knowledge pushed the dragons off the map, and we learnt that we could sail around the world without meeting one (unless we went to Komodo).

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The same antique-style world map, now with strange alien creatures in the margins, the words Here Be Aliens in the corners, and part of the ocean dissolving into a network pattern
AI-assisted illustration by Richard Anderson using Midjourney and ChatGPT

Here Be Aliens: Risk Appetite in the Age of AI

In an earlier article, I borrowed the warning sometimes attributed to old cartographers: “Here Be Dragons.” John Adams calls risks of this kind virtual: matters where knowledge is lacking, or experts cannot agree. The dragons did not need to exist for the uncertainty beyond the map to influence how people sailed.

Perhaps the modern map should say: “Here Be Aliens.” There is a small joke hiding in the word, but also a serious question. We cannot know everything AI will make possible, or what an organisation might become as it builds AI into its decisions. Like the dragons, our aliens give shape to something we do not yet understand.

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Footprints on wet sand at low tide, walking in a circle
AI-assisted illustration by Richard Anderson using ChatGPT

Who funds your supplier?

Money, Signals and Exits · 22 October 2026

In 2000, Lucent and Nortel were lending their customers the money to buy their equipment. Telecoms start-ups borrowed from the kit makers, bought the kit, and the kit makers booked the sales. For a while it looked like demand.

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Footprints on a shoreline leading to the edge of the sea
AI-assisted illustration by Richard Anderson using ChatGPT

Risk Appetite for AI

What Has the Board Actually Agreed? · 19 October 2026

A board approves an AI initiative. Someone asks whether it is consistent with the organisation’s risk appetite. The answer is reassuring: the firm has a low appetite for AI risk, human oversight will remain in place, and the usual controls will apply.

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A windscreen cracked against a blue sky. A break in the lower left sends long cracks across the glass to two further breaks, the last near the upper right
AI-assisted illustration by Richard Anderson using ChatGPT

Other Things Are Not Equal

Reading Anthropic’s risk factors · 3 November 2026

Anthropic’s prospectus gives 94 pages to its risk factors, written as a list. One of them warns that the risks are interconnected, and that one can set off another with a combined effect greater than the sum of the parts. Read with that in mind, the filing reveals three chains: contractual contagion, a common shock from government, and uncertainty spreading through an industry. Each can defeat controls designed around individual risks, and each could reach the firms that use Anthropic’s models.

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The Straight Line Fallacy

A painted arrow on a road pointing towards a distant city, with a deep crack running across the road ahead
AI-assisted illustration by Richard Anderson using Midjourney

When Innovation Causes the Default

Bubble or bust is the AI question of the month. There is a comforting answer to it. Even if it overshoots, something valuable will be left behind, the way the railways survived the mania and the internet survived the crash. That answer assumes tomorrow’s AI will be a larger version of today’s, financed on a path that simply continues. I think the more dangerous assumption is the straight line itself. The assets securing much of today’s AI debt are GPUs and data centres financed on the premise that today’s giant models will still be the dominant architecture when the debt matures. If a cheaper, smaller, more specialised architecture wins instead, the technology succeeds and the collateral fails at the same moment. That is not a demand problem. It is a straight line drawn through a bend.

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Monolithic Intelligence versus Governed Intelligence

The industry measures progress along a single line: bigger model, more knowledge, another benchmark passed, another straight extension of the same ladder. Every serious institution I have worked in knows that intelligence does not actually work that way. We do not hand one individual origination, risk judgement and final sign-off and call it efficient. We call it a control failure waiting to happen. Yet the dominant model of artificial intelligence asks one system to propose, reason, calculate and certify its own answer, and calls the final pass self-critique. I think the more interesting question is not how much a model knows. It is whether the architecture around it resembles a governed institution or an unaccountable one.

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The Division of Intelligence

The division of labour is so embedded in modern life that we barely notice it. Yet the dominant ambition in artificial intelligence is moving in the opposite direction. We have begun to talk about artificial intelligence as though intelligence itself were a single commodity. Intelligence may be less like a ladder and more like an economy. The division of labour allowed us to move beyond the farmer who had to become a warrior. The division of intelligence may allow us to move beyond the idea that one machine must know everything.

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What Does the Price Assume?

A painted arrow on a road pointing straight ahead along a rough track towards a misty city, while the road itself curves away to the right
AI-assisted illustration by Richard Anderson using Midjourney

Anthropic: What Does $2 Trillion Assume?

Beliefs, Hope and Assumptions · 7 October 2026

Reported figures from Anthropic’s prospectus point to a valuation of about $2 trillion. Rather than arguing about whether that number is right, this essay works backwards from it: what would have to be believed about growth, margins and how long they last for the price to make sense? The answer depends on a long, uninterrupted line of growth, the very line my Straight Line Fallacy essays question. The bend is not a forecast, but it is the possibility the price ignores, and it raises a further question: how much of that risk passes to the new shareholders who buy in at the top of the line?

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SpaceX: What Does $2.3 Trillion Assume?

Ambition, Capital and Time · 9 October 2026

SpaceX listed in June at $1.77 trillion and is now worth about $2.3 trillion. Running the same reverse valuation I used on Anthropic, my model can account for about a ninth of that. The two cases turn out to be different in kind. Anthropic’s price requires extreme assumptions about a business we can see. SpaceX’s price requires businesses we cannot yet see. At $2.3 trillion a shareholder is no longer paying for the company SpaceX is. The question is how much of the future you are willing to pay for before it arrives.

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Wayve: What Does $8.6 Billion Assume?

Scale, Scope and Trust · 11 October 2026

Wayve, the British self-driving company, raised money in February at $8.6 billion. I ran the same reverse valuation I used on Anthropic and SpaceX. For the first time in this series, the answer is a number I can picture. It suggests that AI can be built in bite-sized chunks, for small beer beside the sums the frontier consumes. What I cannot model is whether people will let go of the wheel.

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Amazon: What Did $429 Million Assume?

Price, Patience and Survival · 13 October 2026 · Figures as at 9 October 2026

Amazon is the obvious stress test for what I have written about Anthropic and SpaceX. So I ran the same reverse valuation on Amazon three times: at its IPO in 1997, at the dot-com peak in 1999, and today. In the past the business has grown into its prices. What that took is the part people forget.

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Risk Intelligence

Three series written between January and May 2026 on why boards keep being surprised, and what it takes to see risk while there is still time to act on it.

Series 1: Risk Intelligence12 essays, January to March 2026
  1. Why Risk Quantification Is Not Enough18 January 2026

    Every few months, the risk management community returns to a familiar argument that if something cannot be quantified, it cannot be managed.

  2. When Risk Management Became Ritual19 January 2026

    Across large organisations, risk management activity has grown relentlessly. Boards receive thicker packs, more dashboards, more formal attestations, and more assurance mapping than at any time in memory. Risk committees are busy. Control frameworks are mature.

  3. Trust Failure Is an Epistemic Problem, Not an Ethical One22 January 2026

    When organisations talk about trust failure, they usually reach for ethical language. They speak of values, integrity, tone from the top, and individual wrongdoing. Investigations focus on who knew what, who should have acted, and where accountability lies. Training programmes are refreshed.

  4. AI Will Accelerate Truth or Dysfunction. It Will Not Do Both.26 January 2026

    Artificial intelligence is being presented as the next great solution to risk management. Vendors promise earlier detection, better prediction, continuous monitoring, and objective insight.

  5. From Control to Sensemaking: The Unfinished Project of Risk Theory2 February 2026

    Modern risk management is built around a powerful assumption: that the primary task of governance is control. Risks are to be identified, categorised, mitigated, and monitored. Deviations are to be corrected. Assurance is to be obtained.

  6. Why the Three Lines Model Solves the Wrong Problem5 February 2026

    The Three Lines Model has become one of the most widely adopted organising frameworks in modern governance. Boards recognise it. Regulators reference it. Assurance functions are designed around it.

  7. Regulation After Crisis: Why Stronger Controls Produce Weaker Signals9 February 2026

    After every major failure, the regulatory response follows a familiar pattern. Controls are strengthened. Reporting requirements expand. Supervisory expectations are clarified. Assurance thresholds rise. From the outside, this looks like learning. The system appears to be correcting itself.

  8. Risk Appetite Is Revealed in Behaviour, Not Documents12 February 2026

    Most boards believe they have a clear view of their organisation’s risk appetite. There is usually a statement approved annually, often supported by metrics, tolerances, and heat maps. It is discussed seriously, minuted carefully, and referenced in governance papers.

  9. Why Risk Culture Cannot Be Measured in Isolation16 February 2026

    When organisations talk about improving risk culture, the conversation often turns quickly to measurement. Surveys are commissioned. Scores are benchmarked. Heat maps are produced. Results are tracked over time. Culture becomes something that can be quantified, monitored, and reported to the board.

  10. The Extended Enterprise and the Governance Gap19 February 2026

    Most organisations still govern risk as if the boundary of the firm were clear. Responsibilities are mapped to internal functions. Controls are designed around owned processes. Assurance focuses on activities that sit within formal organisational lines.

  11. What a Risk-Intelligent Board Does Differently26 February 2026

    Boards rarely fail because they do not care about risk. Most spend significant time on it. Papers are reviewed, committees are active, and assurance is sought. The problem is not attention. It is orientation.

  12. Ten Questions a Board Should Ask If It Takes Risk Intelligence Seriously2 March 2026

    If you accept the view of risk developed in the preceding essays, one implication follows immediately: risk intelligence is not primarily about frameworks, controls, or reports. It is about whether an organisation can still recognise emerging danger before it becomes undeniable.

Series 2: Risk Intelligence in Practice6 essays, March 2026
  1. Why Boards Keep Being Surprised, Even When the Data Look Fine10 March 2026

    The essays in this second series sit alongside, rather than within, the main Risk Intelligence work. They do not attempt to restate its arguments or introduce its architecture. Instead, they begin from a different place.

  2. Why Assurance Feels Comforting Right Up Until It Fails12 March 2026

    Assurance occupies a privileged position in modern governance. It comes with formality, professional language, and the implied authority of process. Controls are tested, opinions are formed, and statements are signed. For boards operating in complex and regulated environments, this matters.

  3. The Hidden Architecture of Energy Risk13 March 2026

    Electricity systems across Europe are increasingly powered by low-cost renewable generation. Wind and solar now supply a substantial share of electricity in many markets, including the United Kingdom. Yet electricity prices remain closely tied to the price of natural gas.

  4. The Most Important Risk Signals Rarely Appear in the Risk Pack17 March 2026

    Boards are accustomed to working from structured information. The risk pack arrives on time, professionally assembled, and aligned to an agreed framework. It provides consistency across periods, comparability across business units, and a shared basis for discussion.

  5. When Good Governance Quietly Increases Fragility19 March 2026

    Modern governance has achieved a great deal. Roles are clearer than they once were. Responsibilities are documented. Escalation paths are defined. Boards can demonstrate oversight in ways that would have been difficult to evidence a generation ago.

  6. What Boards Are Really Saying When They Ask: “Are We Comfortable?”24 March 2026

    At critical moments in board discussion, the language often becomes less technical and more human. After the analysis has been presented and the options explored, someone, usually the chair, will ask a deceptively simple question.

Series 3: Building for Risk Intelligence14 essays, April to May 2026
  1. Building for Risk Intelligence28 April 2026

    Over the past six to twelve months, I have written and published a series of essays exploring Risk Intelligence as a discipline. Those pieces were necessarily conceptual.

  2. Why Risk Intelligence Cannot Live in Static Dashboards30 April 2026

    For as long as organisations have attempted to manage risk formally, they have sought to make it visible. Visibility has been treated as a virtue in itself, and static dashboards have become the dominant expression of that belief.

  3. From Risk Registers to Risk Signals3 May 2026

    Risk registers were created to impose order. They offered a way to catalogue threats, assign ownership, and demonstrate that uncertainty was being taken seriously.

  4. Why AI Makes Bad Risk Management Worse5 May 2026

    Artificial intelligence has entered the risk management domain with remarkable speed and little reflection. Vendors promise earlier detection, deeper insight, and the ability to see patterns humans miss.

  5. Operationalising a Discipline That Refuses to Be Installed7 May 2026

    Modern organisations are deeply comfortable with programmes. When a problem is recognised, the instinctive response is to design an initiative, define milestones, appoint owners, and declare success once the artefacts are in place. Risk management has followed this pattern for decades.

  6. What Boards Actually Gain (and Lose)10 May 2026

    Boards are accustomed to being offered reassurance. Risk reporting, assurance statements, and control attestations are framed as protections against surprise and failure. Over time, this has shaped expectations about what good governance feels like. It feels orderly, complete, and calm.

  7. Narrative Drift and Organisational Self-Deception12 May 2026

    Organisations rarely fail because they lack information. They fail because the story they tell themselves about that information no longer holds, and no one is able, or willing, to say so clearly enough.

  8. When Risk Appetite Becomes Theatre14 May 2026

    Risk appetite is often presented as the point at which strategy and risk meet. It is described as a statement of intent, a boundary within which the organisation is prepared to operate, and a guide to decision-making under uncertainty.

  9. The Cost of Being “Surprised”17 May 2026

    Organisations often describe adverse outcomes as surprises. The term is used to signal that an event was unforeseen, that available information did not indicate its likelihood, and that reasonable processes were followed. It carries an implicit defence.

  10. Boards Are Information-Rich but Insight-Poor19 May 2026

    Modern boards are not short of information. Board packs have expanded in volume and sophistication, incorporating financial analysis, risk metrics, performance indicators, and increasingly, predictive insights.

  11. Ecosystem Risk and Invisible Interdependence21 May 2026

    Organisations are often assessed as if they were self-contained. Strategies are evaluated within organisational boundaries, risks are catalogued within internal frameworks, and controls are designed to manage exposures that can be clearly attributed.

  12. Why Faster Reporting Does Not Produce Earlier Insight24 May 2026

    Organisations have invested heavily in reducing the time it takes to produce risk information. Reporting cycles have been shortened, dashboards updated more frequently, and data pipelines accelerated. The expectation is straightforward.

  13. From Assurance to Sensemaking26 May 2026

    For much of its modern history, risk management has been organised around the idea of assurance. The objective has been to demonstrate that risks are identified, understood, and controlled within acceptable bounds.

  14. Series 3 Close / Reflection28 May 2026

    Over the past few weeks I have been writing a series of essays on Risk Intelligence. They began with familiar artefacts such as dashboards and registers, and moved through signals, narrative, appetite, and the experience of surprise, before arriving at boards, interdependence, and the limits of…

Earlier essays

From 20254 essays
  1. Ignorance: the last Hiding Place for Risks16 April 2025

    IntroductionI was listening not so long ago to a BBC series by Rory Stewart about ignorance. It resonated greatly with my views and linked to my approach to leadership: seek out uncertainty, look for resonance and leverage difficult learning.

  2. Regulation, risk and entrepreneurialism17 April 2025

    You might well observe that the three key words in the title are the wrong way round. Surely entrepreneurialism comes first.

  3. Tiller-Tapping29 April 2025

    In my recent conversation with Curly Moloney on my podcast we were riffing briefly on the idea of DAOs (Decentralised Autonomous Organisations which operate through blockchain technology) replacing most of the functions of a board, but that such organisations would still need real people for “tiller.

  4. Risk as a Strategic Multiplier21 June 2025

    I had the absolute pleasure of speaking to a group of NEDs at a Dynamic Boards meet up on the subject of risk management. Here is the video:

Guidance and reports

Reports and guidance I wrote or co-wrote for the OECD and the Institute of Risk Management. The IRM guidance is free to download, with a short executive summary for board members and a full document for practitioners.

Risk Management & Corporate Governance

Written for the OECD’s work on corporate governance and the financial crisis, covering banks in the UK, the United States and France. It argued that boards had become dependent on management for assurance, that part-time non-executive oversight was stretched, and that risk management had to reach beyond the organisation into its extended enterprise. The same pressures return today, as boards come to rely on AI they did not build and cannot easily inspect.

No longer on the OECD website. The OECD cites it in its 2014 review, Risk Management and Corporate Governance.

Extended Enterprise: Managing Risk in Complex 21st Century Organisations

On risk that sits outside an organisation’s direct control: in suppliers, outsourcing and networks of partners. Among its questions for boards is whether they understand their reliance on outsourced IT and cloud services. In 2014 that meant the cloud; today it also means AI.