Artificial Intelligence (AI) | Arete Coach 3/19

The Pre-Mortem, Accelerated: Using AI to Kill Your Plan Before It Kills You

Most executives know the pre-mortem. Very few use it. The concept, developed by psychologist Gary Klein and popularized in organizational strategy circles by Daniel Kahneman, is disarmingly simple. Before committing to a major decision, you imagine it is twelve months in the future and the initiative has failed catastrophically. You then work backward to explain what went wrong. The exercise forces a team to surface its private doubts, challenge its shared assumptions, and co

Jun 124 min read

Claude in 2026: A Field Guide to What's Possible

Here's an uncomfortable truth for leaders who think they're ahead on AI: you're probably still using Claude like it's 2023. Type a prompt. Get a response. Maybe refine it. That cycle of Instruction → Scaffolding → Output was the right mental model two years ago. Today, it's the equivalent of using a smartphone only to make calls. Technically functional, but strategically limiting. Claude in 2026 operates across seven distinct layers with 45+ capabilities. Most executives are

Apr 64 min read

How to Clean Up Your Inbox in 2 Hours Using AI (A Step-by-Step System for Leaders)

Every organizational system eventually confronts a paradox: the tool built to accelerate communication becomes, at scale, an obstacle to it. Email crossed that threshold years ago for most senior leaders. The inbox is no longer a communication channel; it is a daily queue of micro-decisions, each trivial in isolation and collectively corrosive to the focused work that actually matters. What changed this for me was not a new app, a productivity framework, or a stronger act of

Apr 28 min read

7 Things Every Business Leader Must Know About the AI Revolution Happening Right Now

What 41 days of rigorous, multi-model intelligence monitoring reveals about the decisions that will define your organization's next chapter. The most important shifts in any technological revolution are rarely the ones that make headlines. The printing press wasn't just about faster books; it was about the democratization of knowledge and the collapse of institutional gatekeeping. Leaders who saw only the technology missed the transformation entirely. We are at that inflectio

Apr 16 min read

135,000 autonomous AI agents are already operating globally. There is still no regulatory framework governing them.

Recently, we’ve seen some of the most consequential shifts in AI regulation since the December 2025 Executive Order. But beneath the headlines, a more consequential shift is underway: AI is already making operational decisions inside companies, while governance, accountability, and legal clarity lag dangerously behind. Three developments, in particular, illustrate how quickly the AI regulatory landscape is diverging from how most organizations are currently operating: 1. The

Mar 253 min read

When AI Outpaces Governance, Leadership Becomes the Risk

Enterprise AI has reached an inflection point. Organizations are deploying increasingly capable systems—autonomous agents that execute multi-step tasks, make decisions, and interact across enterprise systems—without a comparable investment in governance infrastructure. The dynamic resembles what one executive once described as “a Ferrari engine with Tweety Bird brakes”—extraordinary acceleration paired with insufficient control. A widening asymmetry has emerged: capability is

Mar 234 min read

The MacGyver Principle: How AI Can Turn Every Leader into a Builder

Earlier this month, I sat down with Claude (Opus 4.6), Anthropic's AI, and described a tool I needed. Two hours and twenty-six minutes later, I had a working macOS application, a GitHub repository with 15 commits, a one-command installer, a 16-chapter user manual, a security audit, and an MIT-licensed open-source project ready for public distribution. I personally wrote zero lines of code. Not one. The application is called Claudia Chatterley (voice-to-text). It's a voice-to-

Mar 127 min read

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