Project Failure Files: Ignoring the Business Role in AI
In Episode 86 of the Project Failure Files weekly webcast, Sharon and I argue that AI adoption fails (or underdelivers) when it’s treated like...
Category: AI
The Entry-Level Problem Nobody in AI Wants to Talk About
Over the past two years, I have facilitated AI at Work workshops for organizations across a range of industries, including financial services, healthcare, manufacturing,...
What Is an LLM, and How Do You Pick the Right One for Your Business?
If you’ve spent any time in the tech world over the last couple of years, you’ve heard the term “LLM” thrown around constantly. Large...
The Agentic AI Readiness Problem
There is a scene playing out quietly inside organizations right now that should concern anyone responsible for technology strategy. An AI leader at a...
Project Failure Files: AI Without Structure Creates Risk
In Episode 85 of the Project Failure Files weekly webcast, Sharon and I frame “launching AI without guardrails” as a leadership failure disguised as...
When AI Gets It Wrong, Nobody Wants to Hold the Bag
Three OpenAI stories dropped in the same week recently, and on the surface they couldn’t look more different. One was an academic argument about...
Agentic AI Finds Its Body
We spent years waiting for augmented reality to matter. Floating menus, virtual try-ons, Pokémon in the park. Personally, I was looking forward to a...
Access Is Not Adoption
I’ve been doing a deep dive into Deloitte’s 2026 State of AI in the Enterprise report to better understand why AI investments are not...
Project Failure Files: AI Amplifying Chaos
In Episode 84 of the Project Failure Files weekly webcast, Sharon and I kicked off a 5-part miniseries exploring leadership and management issues with...
Copilot Cowork: Microsoft’s Boldest AI Move Yet
Microsoft just shipped a flagship enterprise AI feature built on a competitor’s technology. Not OpenAI, the company Microsoft has invested $13 billion in. Not...
