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Articles & Writing

Thoughts on AI strategy, business transformation, and the future of technology leadership.

The Novelty Trap: How Human Curiosity Builds Misaligned AI
Innovation

The Novelty Trap: How Human Curiosity Builds Misaligned AI

Misalignment in large language models (LLMs) is typically framed as a technical problem requiring post-training intervention. This essay argues that the problem is better understood as a property of the training corpus, and that the corpus is shaped by deep features of human cognition. Humans are wired to attend to, write about, and circulate novel, threatening, and transgressive content far more than mundane or cooperative content, a bias rooted in the orienting response, the dopaminergic novelty system, and the inverted-U of arousal described by Berlyne (1960). The textual record produced by this attentional economy systematically over-represents the behaviors that subsequent alignment work must then suppress. Recent mechanistic research on persona features (Wang et al., 2025), emergent misalignment from narrow fine-tuning (Betley et al., 2025), and the causal effect of AI discourse on alignment priors (Tice et al., 2026) supports this framing. As LLM-generated content enters future training corpora, the loop tightens. The essay traces the feedback dynamic across four turns (cognition to corpus, corpus to model, model to corpus, model to cognition), examines the counterfactual of a rebalanced rather than impoverished corpus, locates the argument within the reflexivity tradition in social theory, and proposes that corpus composition is among the most tractable but least examined levers for AI alignment.

May 21, 2026

Why Bolting AI Onto Legacy Systems Is a Losing Strategy
AI Strategy

Why Bolting AI Onto Legacy Systems Is a Losing Strategy

Most companies are about to spend the next three years building AI capabilities they'll have to throw away. Senior Leaders are trying to figure out their AI strategy without disrupting the systems that run their business and keep contracts on schedule. Their instinct, like most companies', is to layer AI on top of what they already have. The data on that approach is brutal. 95% of enterprise AI pilots fail to deliver measurable returns. Only 34% of companies are using AI to meaningfully transform their business. The gap between AI leaders and laggards is widening every quarter, and it's not because the leaders have better models. It's because they made the architectural decisions years ago that let AI actually work. I put together the full case, including when bolt-on or wait-and-see genuinely is the right move. Worth a read if you're navigating this decision right now.

February 15, 2026

A picture is worth a thousand words: Understanding LLMs vs World Models in Artificial Intelligence
Innovation

A picture is worth a thousand words: Understanding LLMs vs World Models in Artificial Intelligence

While Large Language Models (LLMs), like Gemini, Cohere, Claude, and GPT have already revolutionized business operations through their command of human language, World Models represent a deeper, more physical form of AI that aims to simulate reality and causality. For technical leaders, understanding the core differences, capabilities, and future trajectories of these models is paramount to making strategic investment decisions that drive genuine, long-term value. This article provides a comprehensive, technical comparison, detailing how each architecture achieves its intelligence, where its intrinsic limitations lie, and the specific business use cases it is best suited to address

November 19, 2025

Is ERP Dead?
Business Transformation

Is ERP Dead?

Over the last few months, the rise of Agentic AI has many AI companies claiming that SaaS is dead or ERP is dead, with bold claims to build Agentic workflows on top of data lakes to run your business. In a sense, they are right. SaaS is the layer between the Human and the Systems of Record. Agentic AI allows a new type of interface, instead of menus and forms and clicks, we can now tell agents what to do and they will do it for us. Many of the executives I work with, have bought into this idea and have spent the last few years trying to clean their data to move it into data platforms where they will build AI tools directly on the data instead of within the System of Record. It sounds great, but many companies are really struggling to find value in this approach.

September 1, 2025