Whenever I ask a room of CIOs and CISOs to list the AI risks they’re actively managing, I get answers clustered heavily in one area, almost always technical: hallucination, model drift, the occasional mention of robustness. What I rarely hear, unprompted, is a comprehensive answer that spans all four domains that actually matter. So let…
AI Risk – a User’s Guide (Part II): ‘Who’s on First’ for AI Risk?
Buying the AI Doesn’t Transfer the Risk There is a comforting story a lot of enterprises tell themselves when they adopt a third-party AI tool: “we bought this from a reputable vendor who has indemnified us in their contract, so the vendor owns the risk.” I understand the appeal of that story. It is the…
AI Risk – a User’s Guide (Part I): The Approval Nobody Signed off
Here’s a question I’ve been asking CIOs and CISOs at every conference session I speak at these days: “what if the riskiest AI decision your company made this year is one nobody approved?” Sit with that for a second. Not a decision your board debated. Not a model or Agentic deployment your risk committee signed…
AI’s Anna Delvey Problem: How Enterprises Are Faking It Till They (Don’t) Make It
I’ll admit it. I binge-watched Inventing Anna on Netflix over a couple of nights, the way most of us did back in 2022. And like most viewers, I walked away simultaneously appalled and a little bit fascinated by Anna Delvey. Here was a woman with no trust fund, no inheritance, and no real business, who…
AI Agents: The case for Eval Driven Development
AI agents have become the prevailing core architectural component of AI-enabled systems. They allow us to build complex solutions that leverage Large Language Models (LLMs) alongside the myriad data sources, tools and other Agents organizations use to manage, transact with, and process data. Agents truly emerged as a leading element in AI systems with the…
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