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January 2026, continued 7
- The Industry
The 'Selfware' Panic Is Missing the Point
Claude Code is spooking SaaS investors. But the actual disruption isn't where they're looking.
- Working with AI
SoN Vol 2, Issue 2: The Art of Breaking Things Down
Last week I introduced the idea of "programming your gaps" — the mental shift from asking "how do I prompt better?" to "what friction in my life can I systematize?" Today's the…
- Working with AI
SoN Vol 2, Issue 1: Stop Prompting Better. Start Programming Your Gaps.
Something shifted over the holidays. Since Claude Code Opus 4.5 launched in November, a pattern has emerged among knowledge workers using Claude Code with their Obsidian vaults…
- Security & Risk
DeepSeek Didn't Just Train Better—They Changed How Transformers Think
The mHC architecture isn't about scaling harder. It's about thinking smarter.
December 2025 4
- Working with AI
SoN 34: What Will You Vibe Code Next Year?
What Will You Vibe Code Next Year? Back in July, I wrote about vibe coding and the beginner’s mind — that Zen concept of approaching things with openness and curiosity rather than…
- Agents & Tooling
SoN 33: The Questions I'm Asking My AI Before the New Year
Last week I asked Claude a simple question: “What patterns do you see in how I’ve been working this month?” Some hours later, I was reviewing a complete redesign of how I approach…
- Security & Risk
SoN 32: When They Take Over Your Email
Last weekend, a close family member lost access to their email account. Not “forgot the password” lost. Fully taken over — the attackers changed the recovery email, changed the…
- Working with AI
SoN 31: The AI Productivity Treadmill
Claude Opus 4.5 dropped last week, and I haven’t stopped building since. I’ve connected half a dozen MCP servers to my workflow, written migration scripts that moved years of…
November 2025 4
- Working with AI
SoN 30: Four Questions That Fix Your Prompts
Most prompts fail before you hit enter. Not because of the AI model nor because of token limits or temperature settings. They fail because you haven’t actually figured out what…
- Security & Risk
SoN 29: The Godfather of AI’s Warning Isn't What You Think It Is
A slight departure this week towards something more topical. Geoffrey Hinton won the 2024 Nobel Prize in Physics for inventing the neural networks that power modern AI, Then he…
- Agents & Tooling
SoN 28: How (and Why) to Build A Voice Agent
I took a gamble this week and decided to put my AI Writing Field Guide up on Product Hunt today. If you'd like to show your support, log in and give it an upvote or a…
- Security & Risk
SoN 27: Your AI Voice Is a Security Vulnerability
Last week, I showed you how to make AI sound like you. This week, I'm going to explain why you shouldn't. Before we dive in: This week I'm talking about AI-generated clones of…
October 2025 5
- Working with AI
SoN 26: The System of Building Your AI Style Guide
Last week, I wrote about why your personal voice matters, and how AI can act as an accessibility layer to help your voice become a differentiator and rise above all the 'AI slop'…
- Agents & Tooling
SoN 25: Writing With AI Isn't Cheating — It's an Accessibility Tool
Part 1 Using AI isn’t cheating. It’s an accessibility tool. Some people have brilliant ideas but struggle with formal expression. Some communicate differently due to…
- Agents & Tooling
SoN 24: The AI Stack Audit
It’s October, which for many means budget planning season, and if you’re like most people running AI tools, you’re staring at a subscription list that’s gotten out of…
- Working with AI
SoN 23: One Year of Writing About AI
One Year of Writing About AI, Five Months of Actually Filtering It A year ago, I started writing “The Download”—a newsletter about tech, productivity, and emerging AI tools. By…
- Working with AI
SoN 22: How to Write AI Instructions That Actually Work
Dear Reader, (Psst, this is a long one - so if you can't get through the whole read at once, that's cool - but make sure you scroll down to the end to find out about the launch of…
September 2025 2
- Security & Risk
SoN 21: The AI Capability Trap
MIT researchers have identified a troubling paradox in enterprise AI adoption. While AI capabilities improved 280-fold in cost efficiency since 2022, enterprise failure rates have…
- Security & Risk
The 95% AI Failure Rate Nobody's Talking About (And What to Do About It)
Dear Reader, Air Canada recently learned an expensive lesson about AI implementation. Their customer service chatbot provided incorrect information about bereavement fares, and…
August 2025 5
- Working with AI
How AI Changed My Build vs. Buy Process
AI has fundamentally changed what's possible for small businesses and individual operators.
