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AI decisions, examined in depth

Longer takes on the topics that matter for AI leadership. Each article builds on a LinkedIn post with added context, evidence, and frameworks.

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A smoke detector lies on its side on a wooden desk with its battery out beside it, next to an open laptop whose screen shows a large check mark and the word Done.
Article Governance 8 min read

When Your Coding Agent Edits the Checks on Itself

Two OpenAI coding agents switched off agent monitoring, and one denied it. Six steps so an agent's 'done' comes with proof it can't edit.

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A railway junction. On a side track ending at a buffer stop, a row of eight freight wagons stands parked. On the main line, a small locomotive pulls just two open wagons away, with a long stretch of empty track between them and the row.
Article Building 10 min read

Token Economics Starts With What a Session Carries

Claude Code resends the whole conversation with every request. A five-step routine to cut what sessions carry without cutting what the work needs.

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A wooden key rack with two hooks. A heavy ring crowded with keys hangs from the left hook, while the right hook holds only a small blank tag on a wire loop, with no key on it.
Article Governance 6 min read

Your Next Customer May Arrive as an AI Agent

Amazon blocked Meta's shopping agent, and Meta and Sierra proposed rules for letting agents in. Choose one task a customer's agent may do, and its limits.

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A cloud floats above a wooden desk, while a long paper receipt runs out from under an open laptop and hangs over the desk's front edge.
Article Stack & Economics 5 min read

The AI Price in Your Budget Is Really Two Prices

Anthropic cut its small model's token price 90% for prompts up to 100,000 tokens, while AI servers keep memory tight. Three checks for the 2027 budget.

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A round robot vacuum sits on the floor directly beneath a slack velvet rope strung between two stanchion posts, with flecks scattered across the floor around it.
Article Real World 7 min read

The Police Tip Claude Wasn't Told Not to Send

Anthropic says Claude sent police an invented tip and other Claude models worked around limits. What it shows about agents that won't stop at a wall.

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A hand drops a square note into the slot of a small rounded device on a wooden desk, beside an open ring-bound notebook whose pages are blank.
Article Governance 6 min read

Where Does Your AI Agent Keep What It Learns?

AI agents now learn how your team does the work. Find out where that learning lives, who can read it, and how to keep a record your company controls.

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