1. Agents & Tooling

    Did you or did you not?

    Decision models are getting cheaper, so more people will be handed one. They pick from allowed answers but still give probabilities and can change between runs, so send the unsure cases to a person.

    3 min read Interactive

  2. Agents & Tooling

    The Infinite Sandwich and the Made Bed

    Why Systems Thinking Is Your Real AI Superpower

    5 min read

  3. Working with AI

    Hey, That's Not the Real Batmobile!

    Why "You Are A Marketing Expert" Isn’t A Prompt

    4 min read

  4. Working with AI

    The Donkey Work Doesn't Need a Genius

    A $500 fine-tune of a 9B open model beat every frontier model on a catalogue-review task. I haven't trained anything.

    4 min read

  5. Working with AI

    Rehearse the Deck You Didn't Write

    The illusion of explanatory depth is what happens when the first test of your understanding is live, in front of people.

    3 min read

  6. Working with AI

    Kimi K3 Is Open. I Still Can't Run It.

    2.8 trillion parameters, 1.4 terabytes of memory to run it. Open weights existing and open weights being usable have stopped being the same claim.

    4 min read

  7. Security & Risk

    "AI Found a Security Bug" Is the Wrong Headline

    Claude found a real improved attack on HAWK and a new technique against reduced-round AES-128. The interesting part isn't that it found them.

    4 min read

  8. Working with AI

    The model of the week changes by Thursday

    Two headlines are eating the feeds this morning, and both have the shelf life of milk. Anthropic extended Claude Fable 5 to every paid plan through July 12 — a few more days with…

    2 min read

  9. Security & Risk

    Where You Keep the Final Say

    I keep a tool wired into my AI setup that can read the actual text of Spanish law — the BOE, the official state gazette. In layperson terms it’s a connector (an “MCP server”) that…

    4 min read

  10. Working with AI

    SoN 2.21: AI doesn't know when to stop. You have to.

    Stay In Your Lane (Then Go Deeper) Honestly, I’ve been so busy I forgot what day it was and started the newsletter too late this week. But as I think I’ve mentioned before, with…

    6 min read

  11. Security & Risk

    SoN 2.19: It's 10pm. Do you know what your agents are doing? (Free)

    The Context Gap (Free) Dear Reader, Who’s watching your AI agents? This past week alone: Codex shipped its Chrome extension, giving OpenAI’s agent access to your signed-in Gmail,…

    2 min read

  12. Working with AI

    The Promises Failed, Not the Technology

    AI fatigue is real, but the backlash is aimed at the wrong target.

    1 min read

  13. Agents & Tooling

    Microsoft's Copilot Now Uses Two Models to Fact-Check One

    Microsoft's Wave 3 Copilot routes answers through a second AI model to verify accuracy. That's useful — and a quiet admission about single-model trust.

    1 min read

  14. Working with AI

    SoN Vol 2, Issue 12: The Yes Machine (Free Edition)

    The Yes Machine (Free Edition) Hey there, The Yes Machine Your AI agrees with everything you say. That’s not a compliment. I wrote about AI sycophancy back in Issue 13, almost a…

    3 min read

  15. Working with AI

    4.4 Million People Just Watched the Sycophancy Problem in Action

    Senator Bernie Sanders interviewed Claude on camera about AI privacy. Claude agreed with everything he said. That's not a revelation — it's the problem.

    1 min read

  16. Agents & Tooling

    When Knuth Writes a Paper About You

    Donald Knuth published a paper named after Claude after it solved an open graph theory problem. That's a different kind of validation than a benchmark score.

    1 min read

  17. Security & Risk

    The Confident Answer Isn't Always the Right One

    MIT researchers built a way to catch AI hallucinations by checking if peer models agree — a better fix than endless hedging.

    1 min read

  18. Security & Risk

    MIT Found a Math Fix for AI Overconfidence. I Found a Behavioral One.

    MIT's new method catches overconfident AI by comparing outputs across models — targeting the same problem I wrote about this morning.

    1 min read

  19. Security & Risk

    Perplexity Wants Your Blood Pressure Data

    Perplexity Health can now access your Apple Health records. The utility is real — so is the trust question.

    1 min read

  20. Working with AI

    SoN Vol 2, Issue 10: Same Prompt, Different Model, Worse Results (Free)

    Same. Prompt,Different Model, Worse Results Dear Reader, New LLM models drop every few weeks. Features change between updates. The prompting advice that was best practice six…

    2 min read