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Deliverables to Decision
The deliverable is the atomic unit of business. The memo, the deck, the analysis, the report, the brief, the model, the plan. These artifacts are so deeply embedded in how we work that we’ve stopped noticing them, the way you stop noticing the foundation of a building until it cracks. The deliverable is the load-bearing wall of corporate life and AI is about to tear it down. Continue Reading →
Rob Mesirow
My dear friend, Rob Mesirow, died on April 22. He was 57. I am heartbroken. Rob was one of those rare people who made everyone around him better. He listened, really listened, in a way that made you feel like the only person in the room. In an industry full of people waiting for their turn to talk, Rob was waiting to understand. He was the person I called when I needed a sounding board, not because he would tell me what I wanted to hear, but because he would ask the hard questions. Continue Reading →
GM is rolling out Google Gemini to roughly 4 million U.S. vehicles already on the road, replacing Google Assistant in model year 2022 and newer Cadillac, Chevrolet, Buick, and GMC models with Google built-in. The update arrives over the air over several months, U.S. English only at launch, with other markets and languages to follow. GM calls it one of the largest Gemini deployments in the auto industry. Continue Reading →
Stanford researchers found that 35% of new websites created since 2022 are AI-generated or AI-assisted. The Internet Archive data shows the web transformed in three years after ChatGPT's launch from zero AI content to more than one-third. We're seeing the fastest shift in internet composition since the web began. Continue Reading →
Anthropic
Anthropic’s Barry Zhang gave a short talk at the AI Engineer Summit called “How We Build Effective Agents.” The talk, which builds on an earlier Anthropic blog post, is the clearest taxonomy I have seen on what an agent actually is, what a workflow actually is, and when each one belongs in production. If you are wondering what your team should be building this quarter, this framing will be extremely helpful. Continue Reading →

GPT-5.5 Ships

OpenAI just shipped GPT-5.5, seven weeks after GPT-5.4, and OpenAI President Greg Brockman called it “a new class of intelligence.” That is a big claim. It is also useful framing. GPT-5.5 is built for work that crosses tools, screens, files, codebases, spreadsheets, research trails, and humans who occasionally give instructions like, “Just make it work.” Continue Reading →
OpenAI launched "workspace agents" in ChatGPT yesterday. Powered by Codex, these persistent, autonomous agents run in the cloud, integrate with ChatGPT and Slack, and handle complex workflows across tools and teams. OpenAI describes them as "an evolution of GPTs," with existing Custom GPTs eventually convertible into full workspace agents. Continue Reading →

ChatGPT Ads New Pricing

OpenAI is adding CPC (cost-per-click) to ChatGPT ads this week. Advertisers can now bid $3 to $5 per click, which puts ChatGPT somewhere between Meta (cheap clicks, browsing intent) and Google Search (expensive clicks, purchase intent). Where it actually lands will depend on proving something OpenAI has not yet proven: does a ChatGPT click drive an outcome? Continue Reading →

Tim Cook Steps Down

Tim Cook announced yesterday that he will step down as Apple CEO on September 1. John Ternus, head of hardware engineering (and an Apple lifer since 2001), will take over. Cook will stay on as executive chairman with responsibility for global policymaker engagement. Continue Reading →

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