top of page
YOUR PATH TO ARETE
Insights Library
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
2 days ago4 min read
Search by topic
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
2 days ago4 min read
How AI Exposes the Assumptions You Don't Know You're Making
By the time you bring a decision to a conversation, you have usually already made up your mind. You may not realize it. The situation may feel genuinely open, the options unresolved. But in most cases, the moment you begin describing a problem to another person, you have already climbed a cognitive staircase that began with a selective observation and ended with a firmly held conclusion, moving through layers of interpretation, assumption, and belief so quickly that the proce
4 days ago5 min read
The 2026 Mid-Year Economic Outlook
Six months ago, I published a ranked matrix of the ten issues most likely to shape the business environment in 2026. This mid-year update recalibrates that ranking against hard data: the IMF's April World Economic Outlook, the April CPI release, current markets, and post-SCOTUS tariff reality. The numbers have moved. More importantly, the pattern beneath them has sharpened. Let me give you the headline figures, then tell you what they actually mean for how you run your organi
Jun 54 min read
"Claude Conductor: Agentic AI Orchestration with Cowork" by Severin Sorensen
We have reached the point where access to artificial intelligence is no longer the scarce resource. Capable AI models are available to nearly everyone, competent drafts generate themselves by the paragraph, and the marginal cost of producing a passable piece of work has fallen close to zero. In that environment the advantage shifts to a quieter and more demanding capability, which is the discipline of directing intelligence toward outcomes that matter. That discipline is the
Jun 35 min read
The Conductor's Imperative: What the New Era of AI Means for Executive Leaders
There is a revealing piece of recent research making its way through leadership circles. When AI systems are given distinct roles, organizational structure, and defined responsibilities within a team, they consistently outperform AI systems that operate without that structure. The finding sounds almost mundane until you sit with what it actually implies: the same organizational principles that make human teams effective also make human-AI teams effective. We are not, in other
May 294 min read
When Your AI Vendor Becomes a Risk: A Plain-English Guide to Protecting Your Intellectual Work
Most executives and coaches who use AI tools think of their conversation history as something like a search history: transient, forgettable, and replaceable. That assumption is worth revisiting. Over the past year, many of us have done something more significant inside AI platforms than simple lookups. We have worked through complex coaching frameworks, drafted nuanced client communications, developed proprietary methodologies, refined our voice and reasoning across hundreds
May 276 min read
12 Questions to Ask Your AI About How You Have Been Leading
By the middle of any given year, a senior executive has made hundreds of decisions, navigated dozens of difficult conversations, and cycled through enough strategic pivots to fill a casebook. They have also, in all likelihood, spent a significant portion of that time working alongside an AI assistant: drafting communications, thinking through problems, preparing for high-stakes meetings, and processing the complexity of organizational life in real time. What most executives h
May 146 min read
AI Doesn’t Solve Team Dysfunction. It Accelerates It.
Every few years, a technology arrives that leaders treat as a shortcut around the hard problems of organizational life. AI is not the first such technology, but it may be the most seductive. Unlike enterprise software or automation, AI feels cognitive. It reasons. It drafts. It synthesizes. And so executives are deploying it into their teams with the implicit assumption that better tools produce better outcomes. That assumption is worth examining closely, because in teams whe
May 135 min read
How Executives Are Using AI to Gain Organizational Visibility
It is May, and somewhere in your organization, something is quietly off. You can feel it in the slightly too-polished status updates, in the meetings that end without anyone owning anything, and in the YTD results that look acceptable on paper but have left you with a nagging sense that you're not seeing the full picture. You set the goals, held the meetings, and asked the right questions. Yet standing at the midpoint of the year, you find yourself running on instinct more th
May 79 min read
AI 3.0: The Seven Disciplines of Intentional Execution
For the past three years, organizations have applauded AI for writing emails, drafting presentations, and generating marketing copy. That phase, call it Generative Novelty, served a purpose: it forced executives to take AI seriously. But novelty is not strategy, and for CEOs intending to deploy AI as a core operational capability, the game has fundamentally changed. We have entered AI 3.0: the Orchestration and Execution Stage. The progression is worth naming precisely. In AI
May 44 min read
The OODA Loop in the Age of AI: Why the Orientation Gap Is Your Biggest Risk
For decades, the strategic edge belonged to leaders who could move through the Observe-Orient-Decide-Act (OODA) cycle faster than their competitors. That framework, developed by U.S. Air Force Colonel John Boyd in the 1970s, became one of the most enduring models for competitive decision-making in both military and business contexts (Boyd, 1976). The premise was straightforward: the side that cycles through observation, orientation, decision, and action most rapidly gains an
Apr 235 min read
Why Businesses Are Moving to Claude & How to Migrate Your ChatGPT Data
There's a pattern emerging in enterprise AI that doesn't yet match the consumer headlines. ChatGPT still dominates casual conversation. But in the boardroom, on the developer terminal, and inside the Fortune 100, a different tool has quietly taken the lead. Claude, built by Anthropic, has become the enterprise AI of record, and the numbers behind that shift are no longer subtle. Claude's quiet takeover By the first half of 2025, Anthropic's enterprise revenue had surpassed Op
Apr 225 min read
The Limits of Best Practices in an AI-Driven World
Last quarter, a leadership team gathered to review their go-to-market strategy. The deck was polished: benchmark data, industry best practices, case studies from high-performing competitors. Every recommendation had precedent, and every decision felt safe. Two weeks later, a smaller competitor half their size launched a new model that undercut them on speed, pricing, and customer experience. No benchmark had predicted it, and no playbook had outlined it. The gap had nothing t
Apr 156 min read
"Too Dangerous to Ship": What the Claude Mythos Moment Asks of Every CEO
This week, a frontier AI lab did something that has never happened before in commercial software: it voluntarily withheld its own flagship model from release. Not because a regulator demanded it. Not because the product was broken. Because it was, in Anthropic's own words, too capable to ship. That sentence belongs in your board deck, it belongs in your next leadership offsite, and it demands a response from every CEO operating a digitally dependent business, which, in 2026,
Apr 134 min read
The Napster Era of AI Is Ending: What Anthropic's OpenClaw Decision Tells Us About the Real Cost of Intelligence
This past Friday evening, Anthropic's Head of Claude Code, Boris Cherny, posted an announcement on X that drew swift and vocal reaction across the AI builder community: starting Saturday, April 4, 2026, at noon Pacific, Claude Pro and Max subscribers would no longer be able to use their flat-rate subscriptions to power third-party agent frameworks like OpenClaw. Anyone wanting to continue would need to shift to pay-as-you-go billing or API keys. The backlash was mixed but voc
Apr 89 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
View all posts
bottom of page