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June 2026, continued 12
- Working with AI
SoN 2.24: AI hasn't made me faster
AI hasn’t made me faster — it’s made me able to start Last Tuesday I came out of a meeting with a narrow window before the school run, and inside of it I did the following: sent a…
- Working with AI
What I Automate with AI
What I Automate with AI I went looking today for a list of everything I’ve got automated since I started this AI journey back in 2024. Every tool I’ve wired Claude into, every…
- Security & Risk
Fable: here in an instant, then gone
Fable: here in an instant, then gone Last week I wrote about Fable 5 — Anthropic’s newest model — and the catch: it was only on the normal subscription plans for a short window. I…
- Agents & Tooling
SoN 2.23: Google says you can skip the 'AEO' hacks
Ooh, Shiny New Tech Acronym... You might have seen this acronym doing the rounds: AEO. Answer Engine Optimisation — or GEO, Generative Engine Optimisation, if you prefer. The…
- Security & Risk
The most powerful Claude yet — and the part you can't have
Claude Fable 5 Anthropic dropped a new model yesterday, and I’ve spent the time since doing what I always do with a new one — reading past the headline to find the catch. With…
- Agents & Tooling
WWDC26 Keynote Thoughts
Lately I’ve been reaching for Gemini more than I expected to. Not for everything — but enough to notice it’s getting better at the non-coding bits of work that I do. So when Apple…
- Agents & Tooling
SoN 2.22: How do you choose "the best" AI tool?
How do you choose "the best" AI tool? A friend asked me this week to explain how to use “all the different AI tools” — ChatGPT, Gemini, Claude, the lot. She wanted, in her words,…
- Working with AI
Measure twice, cut once — with two AIs
3 June 2026 When you work on your own, the thing you miss most is a second pair of eyes. Trades have known this forever. Carpenters say measure twice, cut once — because once…
May 2026 4
- 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…
- Agents & Tooling
SoN 2.20: Technology, Not a Product (Free Edition)
Technology, Not a Product (Free Edition) Dear Reader, Are you using AI like a vending machine? Last weekend John Gruber (of Daring Fireball fame) published a short piece called…
- 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,…
- Working with AI
SoN 2.18: Where can I skill up on AI? (Free Edition)
Multi-Tool Fluency Is a Non Starter (Free Edition) Dear Reader, Which tool should I use? The job market case for getting decent at AI got clearer in the last year. PwC analysed…
April 2026 20
- Security & Risk
SoN 2.17: You Can't Cost-Reduce Yourself to Greatness (Free Edition)
You Can't Cost-Reduce Yourself to Greatness (Free Edition) I caught a Seth Godin interview at the beginning of the week and one line in particular caught my attention. He said…
- Agents & Tooling
SoN 2.16: Ask your AI what it can already do (Free Edition)
You don't need more AI tools (Free Edition) Ask your AI what it can already do Last Friday, Maya and I spent an hour delivering a post-lunch workshop with about thirty-five people…
- Working with AI
SoN 2.15: Ask your AI to Ask You Questions (Free Edition)
Ask Your AI To Ask You Questions (Free) Ask your AI to ask you questions Last Saturday morning I sat down to write the weekly digest for my build-log site — seven posts from the…
- Security & Risk
SoN Vol 2, Issue 14: What about everything we learned? (Free Edition)
What about everything we learned? (Free Edition) Hey there, What about everything we learned? Last week we sent the shutdown email for MyCityZen. It was a small product, but there…
- Security & Risk
97% Expect a Breach. 6% Are Paying for It.
Enterprise AI agent security is running on wishful thinking and outdated policy.
- Security & Risk
Agent Security Just Got Real CVEs
Prompt injection chains to RCE in CrewAI. 22-second attacker breakout. Human-in-the-loop is no longer a security control.
- Security & Risk
Anthropic Didn't Block Abuse. They Blocked Competition.
The OpenClaw subscription ban isn't about fair use — it's Anthropic asserting platform control while shipping their own replacement.
- Agents & Tooling
Context Is the New Bottleneck. So Is Judgment.
Tiago Forte says AI shifts the bottleneck from capability to context. He's right — but that only works if you still have opinions worth providing.
