Judging AIJune 9, 2026
The Confident Wrong Answer
Fluency and accuracy are unrelated in AI output, and human error-detection is tuned almost entirely to fluency. Here are the tells that survive that mismatch, and the ones that don't.
5 min read
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Practical AI skills for people whose job isn't AI. Most posts end with a drill, because reading about a skill isn't having one.
Judging AIJune 9, 2026
When AI Is Better Than You — and When It Isn't
Ethan Mollick's new 'Co-Existence' frame replaces 'use AI more' with a harder question: on this specific task, right now, is AI actually better than you? The answer determines how much supervision you apply — and whether your own skills are quietly eroding.
4 min read
Supervising AgentsJune 8, 2026
Hackers Just Asked Meta's AI Chatbot to Hand Over Instagram Accounts. It Did. Here's the Permission Framework You Need.
Three separate attacks landed in one week — social engineering via AI support bot, indirect prompt injection through WhatsApp notifications, and credential exfiltration after a phishing attempt. Each attack worked because the agent did exactly what it was told. Here's the framework for closing the gap.
6 min read
Systems & AdoptionJune 7, 2026
Codex Has 5 Million Users and 20% Aren't Developers. The 'AI Is a Coding Tool' Era Is Over.
OpenAI's Codex hit 5M weekly users — and 1 in 5 is a non-technical professional using it for data analytics, sales, and product design. In the same week, ChatGPT memory jumped from 41.5% to 82.8% accurate. The skill gap is no longer about code.
5 min read
Directing AIJune 6, 2026
AI Skills for Sales: Close Faster with AI-Powered Prep
The AI that helps in sales isn't the AI that writes outreach. It's the AI that prepares you for the conversation — and the difference shows up in your close rate, not your send volume.
4 min read
Systems & AdoptionJune 6, 2026
Your AI Budget Is Already Wrong. Here's How to Fix It.
Uber blew its annual AI budget in months. Simon Willison's $200 subscription runs $2,180 in compute. Anthropic's revenue went 5x in five months. If your team budgeted for AI tools in Q4, those numbers are already wrong — here's how to reset them.
4 min read
Directing AIJune 5, 2026
Your AI Just Got an Effort Dial. Here's When to Turn It Up.
Claude Opus 4.8 shipped with explicit effort controls — users choose whether the model reasons carefully or answers fast, at 3x the cost difference. Here's how to decide which tasks deserve which mode.
4 min read
Supervising AgentsJune 4, 2026
How to Review an Agent's Work When You Can't Read All of It
An agent that took forty steps produces more evidence than anyone will read, so most people read none of it and approve anyway. Here's what to check instead, and why the middle of the run matters more than the end.
5 min read
Judging AIJune 4, 2026
If You're Using One AI to Fact-Check, You're Not Fact-Checking
Research published last week showed frontier AI models disagree with each other on 67% of real-world fact-checking claims — 77% in legal contexts, 71% in health. A second model isn't verification. It's a second opinion that contradicts the first most of the time.
5 min read
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